[ CAS No. 3731-51-9 ]

Name: 3731-51-9|Pyridin-2-ylmethanamine|98%
Brand: Ambeed
SKU: A478280
Rating: 91 (30 reviews)

{[proInfo.proName]} (Synonyms:2-Picolylamine) ,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type	HazMat fee for 500 gram (Estimated)
Excepted Quantity	USD 0.00
Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

DV 2D 3D

3d Animation Molecule Structure of 3731-51-9

Structure of 3731-51-9 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 100K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 3731-51-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 3731-51-9 ]

SDS Specification

Alternatived Products of [ 3731-51-9 ]

Product Details of [ 3731-51-9 ]

CAS No. :	3731-51-9	MDL No. :	MFCD00006360
Formula :	C₆H₈N₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	WOXFMYVTSLAQMO-UHFFFAOYSA-N
M.W :	108.14	Pubchem ID :	19509
Synonyms :	2-Picolylamine

Calculated chemistry of [ 3731-51-9 ]

Physicochemical Properties

Num. heavy atoms :	8
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.17
Num. rotatable bonds :	1
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	31.91
TPSA :	38.91 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.11 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.41
Log Po/w (XLOGP3) :	-0.21
Log Po/w (WLOGP) :	0.39
Log Po/w (MLOGP) :	-0.14
Log Po/w (SILICOS-IT) :	1.01
Consensus Log Po/w :	0.49

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-0.87
Solubility :	14.7 mg/ml ; 0.136 mol/l
Class :	Very soluble
Log S (Ali) :	-0.15
Solubility :	76.5 mg/ml ; 0.707 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.0
Solubility :	1.07 mg/ml ; 0.00991 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.0

Safety of [ 3731-51-9 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P280-P305+P351+P338-P310	UN#:	2735
Hazard Statements:	H314	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 3731-51-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 3731-51-9 ]
Downstream synthetic route of [ 3731-51-9 ]

[ 3731-51-9 ] Synthesis Path-Upstream 1~12

1
[ 3731-51-9 ]
[ 21035-59-6 ]

Reference： [1] Journal of Medicinal Chemistry, 1993, vol. 36, # 3, p. 320 - 330
[2] Tetrahedron Letters, 1985, vol. 26, # 48, p. 5863 - 5866
[3] Dalton Transactions, 2013, vol. 42, # 36, p. 12878 - 12882
[4] Organic and Biomolecular Chemistry, 2017, vol. 15, # 16, p. 3507 - 3518

2
[ 3731-51-9 ]
[ 22990-77-8 ]

Reference： [1] Journal of Pharmaceutical Sciences, 1990, vol. 79, # 8, p. 750 - 753
[2] Naturwissenschaften, 1958, vol. 45, p. 492
[3] Journal of the American Chemical Society, 1946, vol. 68, p. 1330
[4] Patent: US2008/188665, 2008, A1, . Location in patent: Page/Page column 1
[5] Patent: US2008/188665, 2008, A1, . Location in patent: Page/Page column 1

3
[ 3731-51-9 ]
[ 67-56-1 ]
[ 201230-82-2 ]
[ 1658-42-0 ]

Reference： [1] ACS Catalysis, 2018, vol. 8, # 1, p. 738 - 741

4
[ 3731-51-9 ]
[ 6959-47-3 ]
[ 16858-01-8 ]

Yield	Reaction Conditions	Operation in experiment
42%	With sodium hydroxide In water at 20℃; for 48 h; Inert atmosphere	Put a rotor in a 100 mL eggplant flask, attach a three-way cock, a balloon and dry in vacuum . Under a nitrogen atmosphere, 2-chloromethylpyridine · hydrochloride (2.0 g 12.2 mmol) was added Well, it was dissolved in 20 mL of distilled water. In an ice bath, a solution prepared by dissolving NaOH (2.44 g, 61.0 mmol) in a minimum amount of distilled water was added slowly, then 2-picolylamine (0.60 g, 5.54 mmol) was added and stirred. At this time, if the solution was not uniform, a small amount of distilled water was added until it became homogeneous. The color of the solution was red. Remove from ice bath, And the mixture was stirred at room temperature for 48 hours. The color of the solution gradually turned brown, A brown oily substance insoluble in the aqueous solution precipitated. 50 mL of CH 2 Cl 2 was added to the solution, transferred to a separating funnel, and partitioned with CH 2 Cl 2 to extract an organic layer (50 mL × 3). The extracted organic layer was dehydrated with Na 2 SO 4, Concentration with an evaporator gave a brown oily substance. When the oily substance obtained was well dried under vacuum in a vacuum line, A brown semi-oily solid precipitated. Washing with a small amount of Et 2 O gave a brown solid. Recrystallization of this solid from Ligroin gave 0.68 g of pale yellow needle crystals. yield 42percent

Reference： [1] Chemistry - A European Journal, 2017, vol. 23, # 51, p. 12550 - 12558
[2] RSC Advances, 2016, vol. 6, # 108, p. 106248 - 106259
[3] Patent: JP2017/197451, 2017, A, . Location in patent: Paragraph 0037

5
[ 4377-33-7 ]
[ 3731-51-9 ]
[ 16858-01-8 ]

Reference： [1] Journal of the American Chemical Society, 1993, vol. 115, # 7, p. 2677 - 2689
[2] Journal of Physical Chemistry, 1995, vol. 99, # 10, p. 3294 - 3302
[3] Patent: WO2012/97876, 2012, A1, . Location in patent: Page/Page column 14-15
[4] Bioconjugate Chemistry, 2012, vol. 23, # 7, p. 1415 - 1425

6
[ 1121-60-4 ]
[ 3731-51-9 ]
[ 16858-01-8 ]

Reference： [1] Chemistry - A European Journal, 2008, vol. 14, # 6, p. 1804 - 1813
[2] Chinese Journal of Chemistry, 2014, vol. 32, # 6, p. 467 - 473
[3] Patent: US2012/16127, 2012, A1, . Location in patent: Page/Page column 8
[4] Advanced Synthesis and Catalysis, 2014, vol. 356, # 11-12, p. 2453 - 2458

7
[ 3731-51-9 ]
[ 31106-82-8 ]
[ 16858-01-8 ]

Reference： [1] Patent: US2003/235843, 2003, A1, . Location in patent: Page 21

8
[ 3731-51-9 ]
[ 16858-01-8 ]

Reference： [1] Chemical Communications, 2014, vol. 50, # 84, p. 12779 - 12782

9
[ 3731-51-9 ]
[ 141774-61-0 ]

Reference： [1] Journal of Medicinal Chemistry, 1991, vol. 34, # 9, p. 2928 - 2931

10
[ 3731-51-9 ]
[ 27854-90-6 ]

Reference： [1] Synthetic Communications, 1991, vol. 21, # 21, p. 2207 - 2212
[2] Synthetic Communications, 1991, vol. 21, # 21, p. 2207 - 2212

11
[ 3731-51-9 ]
[ 4755-77-5 ]
[ 81803-60-3 ]

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 8, p. 2354 - 2358

12
[ 3731-51-9 ]
[ 81803-60-3 ]

Reference： [1] Organic Letters, 2013, vol. 15, # 9, p. 2290 - 2293
[2] Patent: WO2015/25025, 2015, A1,
[3] Synthesis (Germany), 2016, vol. 48, # 23, p. 4269 - 4277

[ 3731-51-9 ] Synthesis Path-Downstream 1~68

1
[ 3731-51-9 ]
[ 19728-76-8 ]
[ 101436-98-0 ]

Reference： [1]Archiv der Pharmazie,1958,vol. 291,p. 610,620

2
[ 3731-51-9 ]
[ 941-69-5 ]
[ 13885-13-7 ]
[ 118317-33-2 ]

Reference： [1]Tetrahedron,1988,vol. 44,p. 1523 - 1534

3
[ 3731-51-9 ]
[ 71670-70-7 ]
[ 202192-57-2 ]

Reference： [1]Journal of the American Chemical Society,1998,vol. 120,p. 955 - 962

4
[ 3731-51-9 ]
[ 63-91-2 ]
[ 13650-49-2 ]
[ 76-05-1 ]
(S)-5-Amino-2-(2-amino-3-phenyl-propionylamino)-pentanoic acid (pyridin-2-ylmethyl)-amide; compound with trifluoro-acetic acid [ No CAS ]

Reference： [1]Tetrahedron Letters,1998,vol. 39,p. 4171 - 4174

5
[ 3731-51-9 ]
[ 6230-11-1 ]
[ 2418-95-3 ]
[ 76-05-1 ]
(S)-6-Amino-2-[2-amino-3-(4-methoxy-phenyl)-propionylamino]-hexanoic acid (pyridin-2-ylmethyl)-amide; compound with trifluoro-acetic acid [ No CAS ]

Reference： [1]Tetrahedron Letters,1998,vol. 39,p. 4171 - 4174

6
[ 3731-51-9 ]
[ 6230-11-1 ]
[ 76-05-1 ]
[ 35146-32-8 ]
2-Amino-N-{(S)-2-(4H-imidazol-4-yl)-1-[(pyridin-2-ylmethyl)-carbamoyl]-ethyl}-3-(4-methoxy-phenyl)-propionamide; compound with trifluoro-acetic acid [ No CAS ]

Reference： [1]Tetrahedron Letters,1998,vol. 39,p. 4171 - 4174

7
[ 3731-51-9 ]
[ 84946-20-3 ]
2-amino-1-(p-fluorobenzyl)-N-[(2-pyridinyl)methyl]-1H-benzimidazole [ No CAS ]

Reference： [1]Heterocycles,1999,vol. 51,p. 2561 - 2573

8
[ 3731-51-9 ]
[ 14562-10-8 ]
3-[(pyridin-2-ylmethylimino)methyl]biphenyl-2-ol [ No CAS ]

Reference： [1]Dalton Transactions,2004,p. 2314 - 2320

9
[ 3731-51-9 ]
[ 53277-47-7 ]
6-methyl-2-[(pyridin-2-ylmethyl)-amino]-nicotinic acid methyl ester [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2006,vol. 16,p. 1191 - 1196

10
[ 3731-51-9 ]
[ 16523-31-2 ]
[ 908587-03-1 ]

Reference： [1]Tetrahedron Letters,2006,vol. 47,p. 5727 - 5731

11
[ 3731-51-9 ]
[ 52853-40-4 ]
[ 677298-09-8 ]

Yield	Reaction Conditions	Operation in experiment
57%	In N,N-dimethyl acetamide;	6-[{(Pyridin-2-ylmethyl)-amino]-methyl}-2,4-pteridinediamine To a solution of 6-bromomethyl-2,4-pteridinediamine hydrobromide (51 mg, 0.2 mmol) in anhydrous N,N dimethylacetamide was added 2-(aminomethyl) pyridine (22.48 ul, 0.22 mmol). The reaction mixture was stirred at 50 C. overnight. The crude product was poured into saturated bicarbonate solution. The resulted precipitate was collected and purified by preparative HPLC. 32.3 mg product was obtained. Yield: 57%; 1H NMR (500 MHz, DMSO-d6): delta 3.93801 (s, 2H), 4.05772 (s, 2H), 7.5758-7.6003 (m, 1H), 7.97993-8.00181 (m, 1H), 8.49332-8.50942 (d, J=8.05 Hz, 1H), 8.62592-8.64301 (d, J=8.545 Hz, 1H), 8.9938 (s, 1H); ESI-MS: 283 (M++1)

Reference： [1]Patent: US2005/282814,2005,A1

12
[ 3731-51-9 ]
[ 4077-76-3 ]
[ 126463-69-2 ]

Reference： [1]Dalton Transactions,2007,p. 2003 - 2013

13
[ 3731-51-9 ]
[ 1951-36-6 ]
C₂₀H₁₈N₄O₂ [ No CAS ]

Reference： [1]Zeitschrift fur Naturforschung, B: Chemical Sciences,2007,vol. 62,p. 66 - 74

14
[ 3731-51-9 ]
[ 141774-61-0 ]

Reference： [1]Journal of Medicinal Chemistry,1991,vol. 34,p. 2928 - 2931

15
[ 3731-51-9 ]
[ 27854-90-6 ]

Reference： [1]Synthetic Communications,1991,vol. 21,p. 2207 - 2212
[2]Synthetic Communications,1991,vol. 21,p. 2207 - 2212

16
[ 3731-51-9 ]
[ 136333-97-6 ]
[ 369654-72-8 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; In toluene; at 80℃; for 48h;	Synthesis Example 9-2: Synthesis of methyl 4-(2-(2-picolylamino) ethyl) benzoate (Compound V-2) 0.625 ml of commercially available picolyiamine was dissolved in 15 ml of toluene and then 0.715 ml of diisopropyl ethylamine was added to the solution. To this solution, 499.7 mg of the compound obtained in Synthesis Example 9-1 was added and the resultant mixture was stirred for 2 days at 80C. On completion of the reaction, toluene was added to the solution and the resultant solution was then washed with distilled water and a saturated salt solution, followed by drying with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and then the residue was purified by means of silica gel column chromatography (25 g, chloroform/methanol = 25/1), and 400.1 mg of the above-mentioned compound was obtained as a light-brown oily product. MS(FAB,Pos.):m/z=271[M+1]+ 1H-NMR(500MHz,CDCl3):delta=2.88-2.97(4H,m),3.91(3H,s),3.93(2H,s),7.16(1H,ddd,J=7.6,4.9,1.2Hz),7.24-7.30(3H,m),7.63(1H,td,J=7.6, 1.7Hz),8.54(1H,ddd,J=4.9,1.7,1.0Hz).

Reference： [1]Patent: EP1389460,2004,A1 .Location in patent: Page/Page column 31

17
[ 3731-51-9 ]
[ 7398-42-7 ]
[ 369654-63-7 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate; In DMF (N,N-dimethyl-formamide); at 20℃; for 1h;	Synthesis Example 8-2: Synthesis of methyl 4-(N-2-picolylamino methyl) phenyl acetate (Compound V-1) 92.9 mg of commercially available 2-picolylamine was dissolved in 2 ml of DMF, and then 56.5 mg of potassium carbonate was added to the solution. To this solution, 100. 8 mg of the compound obtained in Synthesis Example 8-1 was added and the resultant mixture was stirred for 1 hour at room temperature. On completion of the reaction, the solution was concentrated and then the residue was dissolved in chloroform. The resultant was washed with distilled water and was dried with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and then the residue was purified by means of silica gel column chromatography (5.5 g, chloroform/methanol = 15/1), and 73.2 mg of the above-mentioned compound was obtained as a colorless oily product. MS(FAB,Pos.):m/z=271[M+1]+ 1H-NMR(500MHz,CDCl3):delta=1.85(2H,brs),3.62(2H,s),3.69(3H,s),3.83 (2H,s),3.92(2H,s),7.15-7.18(1H,m),7.23-7.27(3H,m),7.30-7.36(3 H,m),7.64(1H,td,J=7.6,1.7Hz),8.56(1H,ddd,J=5.1,1.7,1.0Hz).

Reference： [1]Patent: EP1389460,2004,A1 .Location in patent: Page/Page column 29

18
[ 3731-51-9 ]
[ 66176-39-4 ]
[ 298181-83-6 ]
[ 405229-93-8 ]

Yield	Reaction Conditions	Operation in experiment
20%	With triethylamine; In dichloromethane;	Preparation of N-Pyridin-2-ylmethyl-4-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-benzenesulfonamide To a stirred solution of 4-bromomethyl-benzenesulfonyl chloride (500 mg, 1.85 mmol) and Et3N (269 muL, 1.85 mmol) in CH2Cl2 (10 mL), at -78° C., was added aminomethyl pyridine (190 muL, 1.85 mmol) in one portion. The resultant solution was stirred at -78° C. for 20 minutes. A second portion of Et3N (269 muL, 1.85 mmol) was added, followed by addition of <strong>[298181-83-6]8-amino-5,6,7,8-tetrahydroquinoline</strong> (274 mg, 1.85 mmol). The solution was stirred for 18 h at room temperature. The mixture was diluted with CH2Cl2 (100 mL/mmol), filtered through celite, and concentrated. The crude material was purified by chromatography on silica gel (CH2Cl2/MeOH/NH4OH 48:1:1) to give AMD9367 (150 mg, 20percent) as a white foam. 1H NMR (300 MHz, CD3COCD3) delta 1.69-1.98 (m, 2H), 2 00-2.05 (m, 1H), 2.11-2.18 (m, 1H), 2.71-2.85 (m, 3H), 3.82 (m, 1H), 3.96 (d, 2H, J=6.0 Hz), 4.23 (br s, 2H), 6.10 (br s, 1H), 7.05-7.15 (m, 3 H), 7.38 (d, 1H, J=7.8 Hz), 7.49 (d, 2H, J=9.0 Hz), 7.55-7.58 (m, 1H), 7.79 (d, 2H, J=9.0 Hz), 8.39 (d, 1H, J=4.8 Hz), 8.44 (d, 1H, J=4.5 Hz), 13C NMR (75.5 MHz, CD3COCD3) delta 20.05, 29.14, 29.20, 47.79, 51.70, 58.09, 122.39, 123.01, 127.68, 129.07, 132.90, 137.17, 137.40, 138.24, 146.62, 147.24, 149.38, 155.21, 157.54. ES-MS m/z 409 (M+H). Anal. Calcd. for C22H24N4O2S*0.2H2O: C, 64.12; H, 5.97; N, 13.59. Found: C, 64.10; H, 5.91; N, 13.71.

Reference： [1]Patent: US2002/147192,2002,A1

19
[ 3731-51-9 ]
[ 99368-67-9 ]
5-nitro-N-(pyridin-2-ylmethyl)-3-(trifluoromethyl)-2-pyridinamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran;	Preparation 146 A mixture of <strong>[99368-67-9]2-chloro-5-nitro-3-(trifluoromethyl)pyridine</strong> (226mg) and 2-pyridylmethanamine (0.2ml) in tetrahydrofuran (2.0ml) was stirred for 18 hours. The mixture was poured into water and stirred for 1 hour. The precipitated solid was collected by filtration, washed with water, and dried to give 5-nitro-N-(2-pyridylmethyl)-3-(trifluoromethyl)-2-pyridinamine (277mg).

Reference： [1]Patent: EP1264820,2002,A1

20
[ 3731-51-9 ]
[ 6147-53-1 ]
[ 3244-41-5 ]
{Co(acpa)2}BPh₄ [ No CAS ]

Reference： [1]Bulletin of the Chemical Society of Japan,1988,vol. 61,p. 1953 - 1958

21
[ 3731-51-9 ]
[ 6147-53-1 ]
[ 3244-41-5 ]
{Co(bzpa)2}BPh₄ [ No CAS ]

Reference： [1]Bulletin of the Chemical Society of Japan,1988,vol. 61,p. 1953 - 1958

22
[ 3731-51-9 ]
[ 39890-98-7 ]
[ 1000150-83-3 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol; at 20 - 80℃; for 64h;	PREPARATION EXAMPLE 1 PREPARATION OF N-(2-PYRIDYLMETHYL)-6-CHLORO-4-(TRIFLUOROMETHYL)-2-PYRIDYLAMINE (Compound No. 128) To a solution of 10 g of <strong>[39890-98-7]2,6-dichloro-4-(trifluoromethyl)pyridine</strong> in 50 ml of ethanol, 10 g of 2-picolylamine was added and stirred at room temperature for 24 hours, and then reacted at 60C for 16 hours and at 80C for 24 hours. After completion of the reaction, ethanol was distilled off under reduced pressure, and to the residue, ethyl acetate was added. The ethyl acetate solution was washed with a saturated sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate, and ethyl acetate was distilled off under reduced pressure. The obtained solid residue was recrystallized from hexane to obtain 9.55 g of the desired product.

Reference： [1]Patent: EP2030971,2009,A1 .Location in patent: Page/Page column 19

23
[ 3731-51-9 ]
[ 10165-86-3 ]
[ 369654-85-3 ]

Reference： [1]European Journal of Organic Chemistry,2008,p. 4412 - 4415
[2]Journal of Organic Chemistry,2012,vol. 77,p. 8968 - 8979,12

24
[ 3731-51-9 ]
[ 100202-78-6 ]
[ 1051461-51-8 ]

Reference： [1]Chemistry - A European Journal,2008,vol. 14,p. 6742 - 6753

25
[ 3731-51-9 ]
[ 3177-24-0 ]
[ 1141376-11-5 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2008,vol. 18,p. 6071 - 6077

26
[ 3731-51-9 ]
[ 201230-82-2 ]
[ 29578-83-4 ]
[ 1158949-11-1 ]

Reference： [1]Journal of the American Chemical Society,2009,vol. 131,p. 6898 - 6899

27
[ 3731-51-9 ]
[ 2736-23-4 ]
[ 1216942-12-9 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 930 - 938

28
[ 3731-51-9 ]
[ 37366-09-9 ]
[ 99646-28-3 ]
[dichloro((R)-2,2'-bis(di-4-tolylphosphino)-1,1'-binaphthyl)(α-picolylamino)ruthenium(II)] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%		A ruthenium complex (R)-1 (RuCl2[(R)-tolbinap](pica)) shown in chemical formula 2 below was synthesized as follows. First, 105.5 mg (0.21 mmol) [RuCl2(eta6-benzene)]2 (Aldrich Chemical), 2 equivalents (R)-TolBINAP (286.0 mg, 0.42 mmol) (AZmax Co.), and 5.0 mL DMF were placed in a 10 mL Schlenk flask under argon atmosphere to prepare a solution. After argon was passed through the solution for five minutes, the solution was heated at 100C for 10 minutes. The solvent was then removed under vacuum, 45.4 mg (0.42 mmol) of 2-picolylamine (PICA) (Tokyo Chemical Industry Co., Ltd.) was added thereto along with 3.0 mL of methylene chloride, and the resulting solution was stirred for 2 hours. By decreasing the volume to about 0.5 mL and then adding hexane (2 mL), yellow precipitates were formed. The supernatant was removed by filtration, and the resulting powder was vacuum-dried to yield a ruthenium complex (R)-1 in 86% yield (322.0 mg). The ruthenium complex (R)-1 was used in the hydrogenation reaction described below without purification. The melting point was >150C (decomposition point). The ruthenium complex (R)-1 was obtained as a diastereomer mixture. By heating this mixture at 80C for 30 minutes in toluene, the content of the main diastereomer increased to >90% in terms of relative integral. The spectrum data of the ruthenium complex (R)-1 was as follows: 1HNMR (400 MHz, C6D6) delta1.78(s, 3, CH3), 1.90(s, 3, CH3), 2.28(s, 3, CH3), 2.33(s, 3, CH3), 2.86(br s, 1, NHH), 3.22(br s, 1, NHH), 3.95(br s, 1, CHH), 4.93(br s, 1, CHH), 6.19-8.36(m, 32, aromatics); 31PNMR(161.7 MHz, C6D6) delta44.74(d, J = 35.6 Hz), 41.93 (d, J = 35.6 Hz). However, the reaction rate and the enantioselectivity of the hydrogenation reaction of the ketone described below are independent of the initial diastereomer mixture.

Reference： [1]Patent: EP1813621,2007,A1 .Location in patent: Page/Page column 4

29
[ 29270-56-2 ]
[ 3731-51-9 ]
[ 1006062-31-2 ]

Yield	Reaction Conditions	Operation in experiment
79%	With sodium hydrogencarbonate; In methanol; water; at 23℃; for 18h;Darkness; Inert atmosphere;	To a vial containing NBD-F 2 (61 mg, 0.333 mmol, 1.0 equiv) was added a solution of 2-pyridylmethylamine (picolylamine) 17 (39.6 mg, 0.367 mmol, 1.1 equiv) in 0.9 mL MeOH. The reaction was stirred at 23 C in the dark for 18 h. The solvent was removed in vacuo to yield a red clay. The clay was washed with 15 mL water and was then loaded onto a silica column using the dry-loading technique (see above). Flash column chromatography of the residue on silica gel (gradient used: DCM, then 19:1 DCM/MeOH) afforded the desired product 25. The film was redissolved in acetone and filtered through a Celite plug to remove the insoluble silica gel residue, producing 25 as a red solid (71 mg, 79%). Rf (9:1 DCM/MeOH) = 0.46. 1H-NMR (CDCl3 , 500 MHz) delta: 8.72 (1H, dd, J = 5.2, 0.9 Hz), 8.57 (1H, d, J = 8.5 Hz), 8.04 (1H, br s), 7.86 (1H, t, J = 7.9 Hz), 7.45 (1H, d, J = 7.6 Hz), 7.41 (1H, dd, J = 7.0, 5.2 Hz), 6.31 (1H, d, J = 8.2 Hz), 4.87 (2H, br s). HRMS (ES+): calcd for C12H10N5O3 [M+H]+ 272.0784, found 272.0793.

Reference： [1]Tetrahedron Letters,2011,vol. 52,p. 2533 - 2535

30
[ 3731-51-9 ]
[ 10111-08-7 ]
[ 1356408-83-7 ]

Yield	Reaction Conditions	Operation in experiment
	In methanol; for 1h;Reflux;	General procedure: Neat secondary aromatic or aliphatic amine (5.0 mmol) was introduced at rt to a solution of imidazole-2-carboxaldehyde (1) (0.48 g, 5.0 mmol) in MeOH (100 mL) and the reaction was stirred at reflux for 1 h. After that time, solvent was evaporated under reduced pressure affording crude imines 2 that were used directly in the next step. The crude imine (5.0 mmol) was dissolved in dry toluene (50 mL) and diethyl phosphite (0.65 mL, 5.0 mmol) or ethyl phenylphosphinate (0.75 mL, 5.0 mmol) was added. The mixture was heated to reflux for 2 h and then concentrated under reduced pressure affording crude esters 3 as thick oils or semi-solids. The phosphinate esters 3c,d were recrystallized from a mixture of toluene/hexane. The phosphonate esters 3a,b were characterized as oxalate salts. The oxalates were obtained in the following way; the crude ester (1.0 equiv) was dissolved in acetone (10 mL) and oxalic acid (COOH)2·2H2O (2.0 equiv) in acetone (10 mL) was added and the mixture was refrigerated. The separated precipitate was filtered, washed with cold acetone (10 mL) and dried on air.

Reference： [1]Tetrahedron,2012,vol. 68,p. 1223 - 1229

31
[ 3731-51-9 ]
[ 892-48-8 ]
[ 1394955-66-8 ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 8066 - 8074,9

32
[ 3731-51-9 ]
[ 17289-26-8 ]
C₁₁H₁₄N₄ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2012,vol. 77,p. 8968 - 8979,12

33
[ 3731-51-9 ]
[ 17289-26-8 ]
[ 1402045-90-2 ]

Reference： [1]Journal of Organic Chemistry,2012,vol. 77,p. 8968 - 8979,12

34
[ 3731-51-9 ]
[ 35969-75-6 ]
[ 1402046-08-5 ]

Reference： [1]Journal of Organic Chemistry,2012,vol. 77,p. 8968 - 8979,12

35
[ 3731-51-9 ]
[ 10165-86-3 ]
[ 1402045-98-0 ]

Reference： [1]Journal of Organic Chemistry,2012,vol. 77,p. 8968 - 8979,12

36
[ 3731-51-9 ]
[ 2065-37-4 ]
[ 5230-70-6 ]

Yield	Reaction Conditions	Operation in experiment
29%	In ethanol; for 0.166667h;	2-((pyridin-2- ylmethyl)amino)naphthalene-l,4-dione (2p). To a solution of 2-bromo-l,4-napthoquinone (283 mg, 1.2 mmol) in abs EtOH (40 mL) was added an excess of 2-picolylamine (247 uL, 2.4 mmol). The reaction was stirred for 10 minutes and then concentrated in vacuo. Compound was purified using chromatography on silica gel eluting with ethyl acetate and hexane, followed by reverse phase purification on CI 8 silica to yield 90 mg yellowish powder (29% yield). MS m/z calcd (M+) 265.09, found 265.1. 1H NMR (400 MHz, DMSO- d6) Shift 8.59 (br. s., 1H), 8.10 (t, J = 6.05 Hz, 1H), 8.02 (d, J = 7.70 Hz, 1H), 7.92 (d, J = 7.70 Hz, 1H), 7.80 - 7.87 (m, 2H), 7.71 - 7.78 (m, 1H), 7.31 - 7.52 (m, 2H), 5.61 (s, 1H), 4.56 (br. s., 2H). C13-HSQC (400 MHz, DMSO-d6) Shift (ppm) 39.72, 46.52, 101.13, 122.49, 123.49, 125.86, 125.86, 132.62, 135.29, 138.79, 148.41.

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 1007 - 1022
[2]Patent: WO2014/74976,2014,A1 .Location in patent: Paragraph 00224

37
[ 3731-51-9 ]
[ 1679-53-4 ]
C₁₆H₂₆N₂O₂ [ No CAS ]

Reference： [1]Analytical Chemistry,2013,vol. 85,p. 3553 - 3560

38
[ 3731-51-9 ]
[ 57295-30-4 ]
[ 68-11-1 ]
[ 1600490-07-0 ]

Yield	Reaction Conditions	Operation in experiment
82%		General procedure: Benzylamine (1.0 mmol) was added to a stirred solution of benzaldehyde (1.2 mmol) in dichloromethane (10 mL) at 0 C. After stirring for 5 min thioglycolic acid (2.0 mmol) wasadded to the above reaction and stirring was continued for another 5 min at 0 C. Silica gel (0.5g) was then added and the mixture was stirred for 4 h at room temperature when TLC showedcomplete conversion of amine. The solvent was removed under reduced pressure and the slurryso formed was purified by flash column chromatography over 12 g SNAP cartridge by elutingwith gradient of 10-20% ethyl acetate in hexane to afford 3-benzyl-2-phenylthiazolidin-4-one in 87% yield.

Reference： [1]Tetrahedron Letters,2014,vol. 55,p. 2463 - 2466

39
[ 3731-51-9 ]
[ 3747-74-8 ]
1-(pyridin-2-yl)-N,N-bis(quinolin-2-ylmethyl)methanamine [ No CAS ]

Reference： [1]Dalton Transactions,2014,vol. 43,p. 10086 - 10103
[2]New Journal of Chemistry,2019,vol. 43,p. 6186 - 6196

40
[ 3731-51-9 ]
[ 50982-12-2 ]
[ 7688-25-7 ]
[RuCl₂(2-aminomethylpyridine)(1,4-bis(diphenylphosphino)butane)] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Reflux;	The catalyst precursor, preferably [RuCI2(COD)]m (1 eq.) (COD = cis,cis-cycloocta-1 ,5 diene), 1 ,4-bis(diphenylphosphino)butane (1.0-1 .2 eq., preferably 1.0 eq.) and 2-picolylamine (1 .0-1.4 eq., preferably 1.225 eq.) were dissolved in one of the above mentioned solvents, preferably methyl isobutylketone (10-20 ml/g Ru-precursor, preferably 20 ml/g). The mixture was heated to reflux for 3 - 5 hours and then cooled to ambient temperature. The solid precipitate was filtered off and washed with the same solvent that was used for the reaction. A person skilled in the art can determine the cis-/trans- isomeric ratio by NMR. The diastereomeric ratios generated by this method are usually in the range of d.r. (diastereomeric ratio) >98% towards the cis isomer. The same results can be achieved starting with [RuCI2(dmso-KS)3(dmso-KO)], [RuCI2(dmso-KS)4]or [RuCI2(bicyclo[2.2.1 ]hepta- 2,5-diene)]m as precursor

Reference： [1]Patent: WO2014/166777,2014,A1 .Location in patent: Page/Page column 7; 8

41
[ 3731-51-9 ]
[ 584-87-2 ]
4-hydroxy-3-(((pyridin-2-yl)methylimino)methyl)benzoic acid [ No CAS ]

Reference： [1]Inorganic Chemistry,2015,vol. 54,p. 10918 - 10924

42
[ 3731-51-9 ]
[ 16744-81-3 ]
iron(II) trifluoromethanesulfonate acetonitrile disolvate [ No CAS ]
C₂₆H₂₆FeN₆O₂⁽²⁺⁾*2CF₃O₃S^(1-) [ No CAS ]

Reference： [1]Inorganic Chemistry,2015,vol. 54,p. 10141 - 10152

43
[ 3731-51-9 ]
[ 16744-81-3 ]
C₂₆H₂₆FeN₆O₂⁽²⁺⁾*2CF₃O₃S^(1-) [ No CAS ]

Reference： [1]Inorganic Chemistry,2015,vol. 54,p. 10141 - 10152

44
[ 3731-51-9 ]
[ 16744-81-3 ]
C₁₃H₁₃N₃O [ No CAS ]

Reference： [1]Inorganic Chemistry,2015,vol. 54,p. 10141 - 10152

45
[ 53547-60-7 ]
[ 3731-51-9 ]
C₁₃H₁₃N₃ [ No CAS ]

Reference： [1]Inorganic Chemistry,2015,vol. 54,p. 10141 - 10152

46
[ 3731-51-9 ]
[ 1126-44-9 ]
C₁₂H₁₂N₄OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20℃; for 2h;	Example47 N- (5- ( (4- (1-chloroimidazo [1, 5-a] pyridin-3-yl) pyrimidin-2-yl) amino) -2- ( (2- (dimethylamino) ethyl) (methyl) amino) -6-methoxypyridin-3-yl) acrylamide (47) 2- (methylthio) -N- (pyridin-2-yl) pyrimidine-4-carboxamide (47a) A mixture of pyridin-2-ylmethanamine (900 mg, 8.3 mmol) , 2- (methylthio) pyrimidine -4-carboxylic acid (1 g, 5.9 mmol) (prepared by following the literature WO2006/117368) , HOBT (2.4 g, 17.7 mmol) , EDCI (3.4 g, 17.7 mmol) , TEA (1.78 g, 17.7 mmol) in DMF (10 ml) was stirred at r.t. for 2 h. The reaction was cooled to room temperature and quenched by water (10 mL) . The mixture was adjusted to pH 910 using sodium carbonate. The resulting mixture was extracted with EA (15 mL × 3) . The organic layers were combined and washed with brine (20 mL) , dried over Na2SO4. The solids were filtered out and the filtrate was concentrated in vacuum. The residue was purified by column chromatography on silica gel eluting with PE/EA (2:11:1) to give 2- (methylthio) -N- (pyridin-2-yl) pyrimidine-4-carboxamide (47a) . MS-ESI (m/z) : 247 [M + 1]+.

Reference： [1]Patent: WO2015/188777,2015,A1 .Location in patent: Paragraph 00362-00364

47
[ 3731-51-9 ]
[ 2168-78-7 ]
[ 1950-68-1 ]
C₂₀H₁₆N₂OS [ No CAS ]

Reference： [1]RSC Advances,2016,vol. 6,p. 48375 - 48378

48
[ 3731-51-9 ]
[ 5969-47-1 ]
[ 1950-68-1 ]
C₂₀H₁₅FN₂OS [ No CAS ]

Reference： [1]RSC Advances,2016,vol. 6,p. 48375 - 48378

49
[ 3731-51-9 ]
[ 141704-11-2 ]
ethyl 5-(pyridin-2-yl)imidazo[5,1-b]thiazole-7-carboxylate [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2016,vol. 81,p. 8617 - 8624

50
[ 3731-51-9 ]
[ 4506-66-5 ]
N<SUP>1</SUP>,N<SUP>5</SUP>-di(2-pyridylmethylene)-1,2,4,5-tetraaminobenzene [ No CAS ]

Reference： [1]Organic Letters,2016,vol. 18,p. 5340 - 5343

51
[ 3731-51-9 ]
[ 4506-66-5 ]
[ 917768-08-2 ]

Reference： [1]Organic Letters,2016,vol. 18,p. 5340 - 5343

52
[ 3731-51-9 ]
[ 39621-11-9 ]
[ 502723-69-5 ]

Reference： [1]Chemical Communications,2017,vol. 53,p. 10042 - 10045

53
[ 3731-51-9 ]
[ 68470-59-7 ]
[ 25599-10-4 ]

Yield	Reaction Conditions	Operation in experiment
72%	With sodium carbonate; In acetonitrile; at 20℃;	A solution of <strong>[68470-59-7]2-bromomethyl-6-methylpyridine</strong> (0.69 g, 4 mmol) in acetonitrile (6 mL) was added dropwise for 3 h to a solution of 2- (aminomethyl) pyridine(0.22 g, 2 mmol) and anhydrous Na2CO3 (0.53 g, 5 mmol) in acetonitrile (6 mL).After the dropwise addition, stirring was continued at room temperature. After the reaction was completed, the mixture was filtered, the solvent was removed and the resulting residue was dissolved in CH2Cl2 (10 mL), washed with saturated aqueous NaHCO3, dried over anhydrous MgSO4,Filtration and rotary evaporation of the solvent afforded a reddish brown oil which was isolated by column chromatography and dried in vacuo to give 0.46 g of the desired target product in 72% yield.
	With sodium hydroxide; In water; at 0 - 20℃;	1.86 g of the synthesized <strong>[68470-59-7]6-methyl-2-(bromomethyl) pyridine</strong> and 10 mL of water were added into a 100 mL flask and stirred at 0 degree. 1.08 g of 2-pyridylmethylamine was added thereto and stirred at 0 degree. 2 mL of an aqueous solution of sodium hydroxide having a concentration of 1 mol/L was added thereto and stirred at room temperature overnight. Water and chloroform were added thereto for liquid separating and extraction, and an organic phase obtained was washed with water three times, pre-dried over anhydrous sodium sulfate, and concentrated under reduced pressure, and thus, a compound A4-90 was obtained as a light yellow solid.

Reference： [1]Patent: CN107312024,2017,A .Location in patent: Paragraph 0033; 0052; 0053; 0081; 0082; 0083
[2]Patent: US10215898,2019,B2 .Location in patent: Page/Page column 141; 142

54
[ 3731-51-9 ]
[ 66176-39-4 ]
[ 298181-83-6 ]
[ 405058-47-1 ]

Reference： [1]Patent: US2002/147192,2002,A1

55
[ 3731-51-9 ]
[ 699-55-8 ]
C₁₅H₂₀N₂O [ No CAS ]

Reference： [1]Chemistry - A European Journal,2018,vol. 24,p. 6269 - 6276

56
[ 3731-51-9 ]
[ 67111-66-4 ]
C₁₆H₂₀N₂O₃ [ No CAS ]

Reference： [1]Chemistry - A European Journal,2018,vol. 24,p. 6269 - 6276

57
[ 3731-51-9 ]
[ 63555-50-0 ]
methyl (R)-3-(3-(hydroxymethyl)-4-methylphenyl)-3-((1-(2-methoxyethyl)-1H-1,2,3-triazol-4-yl)methoxy)-2,2-dimethylpropanoate [ No CAS ]
(R)-3-(N-(5-(2-carboxy-1-((1-(2-methoxyethyl)-1H-1,2,3-triazol-4-yl)methoxy)-2-methylpropyl)-2-methylbenzyl)-N-(pyridin-2-ylmethyl)sulfamoyl)benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
28.5%		To the mixture of methyl (R)-3-(3-(hydroxymethyl)-4-methylphenyl)-3-((1-(2-methoxyethyl)- 1 H-1 ,2,3-triazol-4-yl)methoxy)-2,2-dimethylpropanoate (50 mg, 0.128 mmol) in dichloromethane (0.5 ml.) was added SOCI2 (0.047 mL, 0.639 mmol). The resulting reaction mixture was stirred at ambient temperature for 30 min then was evaporated down under vacuum. The residue was dissolved in acetonitrile (2 mL) after which was added pyridin-2- ylmethanamine (0.020 mL, 0.192 mmol) and DIEA (0.089 mL, 0.51 1 mmol). The resulting reaction mixture was heated with microwave at 100 C for 1 h after which methyl 3- (chlorosulfonyl)benzoate (45.0 mg, 0.192 mmol) was added. The resulting reaction mixture was stirred at ambient temperature for 30 min after which was added more DIEA (0.089 mL, 0.511 mmol). The resulting reaction mixture was stirred at ambient temperature for 1 h then was evaporated down under vacuum. The residue was dissolved in methanol (1 mL) and was added NaOH (6.0 N) (0.170 mL, 1.022 mmol). The resulting reaction mixture was heated with microwave at 120 C for 1 h then was quenched with HCI (6.0 N) (0.170 mL, 1.022 mmol), evaporated down under vacuum, purified with reverse phase HPLC (formic acid modifier) to give the title compound (23.7 mg, 0.036 mmol, 28.5% yield). LC/MS: m/z 652.4 (M+H)+, 0.83 min (ret. time).

Reference： [1]Patent: WO2018/109649,2018,A1 .Location in patent: Page/Page column 162

58
[ 3731-51-9 ]
[ 100-49-2 ]
1-cyclohexyl-N-(pyridin-2-ylmethyl)methanamine [ No CAS ]

Reference： [1]Dalton Transactions,2018,vol. 47,p. 14033 - 14040

59
[ 3731-51-9 ]
[ 2859-68-9 ]
3-(pyridin-2-yl)-N-(pyridin-2-ylmethyl)propan-1-amine [ No CAS ]

Reference： [1]Dalton Transactions,2018,vol. 47,p. 14033 - 14040

60
[ 3731-51-9 ]
[ 23351-91-9 ]
C₂₀H₁₃BrN₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
25%	With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In ethyl acetate; for 49h;Reflux;	In the flask,Add ethyl acetate (100 mL),2-aminomethylpyridine (22 g, 200 mmol),5-bromo-dibenzoic acid (24.3 g, 100 mmol),T3P (50mL,50percent in ethyl acetate).After stirring at room temperature for 1 hour, the temperature was raised to reflux.After 48 hours of reaction,Adjust to neutral with aqueous sodium hydroxide solution,Separating the organic layer,Dried over anhydrous sodium sulfate and concentrated.The crude product was purified by column chromatography to give the product 9.7g,The yield was 25percent.

Reference： [1]Patent: CN108658979,2018,A .Location in patent: Paragraph 0052; 0054; 0055; 0056

61
[ 3731-51-9 ]
[ 1823-59-2 ]
N,N′-di(2-picolyl)-4,4′-oxybisphthalimide [ No CAS ]

Reference： [1]CrystEngComm,2019,vol. 21,p. 207 - 217

62
[ 3731-51-9 ]
[ 149849-92-3 ]
2-chloro-N-(pyridin-2-ylmethyl)pyrimidine-4-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
23%	With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 25℃;	To a solution of 2- chloropyrimidine-4-carboxylic acid (14.0 g, 88.3 mmol, 1.0 eq) in DCM (100 mL) were added pyridin-2-ylmethanamine (11.4 g, 106 mmol, 1.2 eq), DIPEA (28.5 g, 221 mmol, 2.5 eq) and HATU (50.4 g, 132.5 mmol, 1.5 eq), the mixture was stirred at 25 C overnight. TLC and LCMSindicated completion. The mixture was cooled to 0 C, quenched with water (100 mL), and extracted with DCM (50 mL x 3). The combined organic layers were dried over sodium sulfate, concentrated and purified by silica column affording 2-chloro-N-(pyridin-2- ylmethyl)pyrimidine-4-carboxamide (5 g, 23%). ?H NMR (300 MHz, DMSO-d6): 5 9.56 (br, 1H), 9.03 (d, J= 4.8 Hz, 1H), 8.52 (d, J= 3.9 Hz, 1H), 8.05 (d, J= 4.5 Hz, 1H), 7.78-7.73 (m,1H), 7.34-7.25 (m, 2H), 4.61 (d, J= 5.7 Hz, 2H). ESI-MS (mlz): 248.9 (M+H).

Reference： [1]Patent: WO2019/10295,2019,A1 .Location in patent: Page/Page column 158

63
[ 3731-51-9 ]
[ 3747-74-8 ]
[Cu([bis(2-quinolylmethyl)-(2-pyridylmethyl)]amine)Cl]ClO₄ [ No CAS ]

Reference： [1]New Journal of Chemistry,2019,vol. 43,p. 6186 - 6196

64
[ 3731-51-9 ]
[ 5780-66-5 ]
[ 1084898-22-5 ]

Yield	Reaction Conditions	Operation in experiment
90%		Pyrazine-2-carbaldehyde (1 g, 9.25 mmol) was dissolved in methanol(90 mL) and yridine-2-methylanamine (0.96 mL, 9.25 mmol) was added by a syringe. This mixture wasstirred at 25 C for 30 min followed by rapid addition of NaBH4 (1.06 g, 27.76 mmol), and then stirredat 25 C for an additional 2 h. The solvent was evaporated under reduced pressure, water (20 mL)was added to the residue and the solution pH was adjusted to approximately 10 by adding Na2CO3solution. The mixture was extracted with CH2Cl2 (330 mL) and purified by column chromatographywith CH2Cl2/MeOH (30:1, v/v) to give the product 7, Scheme 2, as a pale-yellow oil (1.6 g, 90% yield).

Reference： [1]Molecules,2019,vol. 24

65
[ 3731-51-9 ]
[ 105-07-7 ]
C₁₄H₁₁N₃O [ No CAS ]
[ 84102-89-6 ]

Reference： [1]Inorganic Chemistry,2019,vol. 58,p. 7584 - 7592

66
[ 3731-51-9 ]
[ 119-60-8 ]
C₁₉H₂₈N₂ [ No CAS ]

Reference： [1]Inorganic Chemistry,2019,vol. 58,p. 7584 - 7592

67
[ 3731-51-9 ]
[ 119-60-8 ]
[ 91975-81-4 ]
C₁₉H₂₈N₂O [ No CAS ]

Reference： [1]Inorganic Chemistry,2019,vol. 58,p. 7584 - 7592

68
[ 590-92-1 ]
[ 3731-51-9 ]
[ 926188-82-1 ]

Reference： [1]Chemical Communications,2019,vol. 55,p. 9979 - 9982

Same Skeleton Products

Related Products

Historical Records

Related Functional Groups of
[ 3731-51-9 ]

Amines

[ 45715-08-0 ]

(5-Methylpyridin-2-yl)methanamine

Similarity: 0.92

[ 129768-95-2 ]

(4-Methylpyridin-2-yl)methanamine

Similarity: 0.92

[ 161647-06-9 ]

(5-Methylpyridin-2-yl)methanamine hydrochloride

Similarity: 0.90

[ 51639-58-8 ]

N-(Pyridin-2-ylmethyl)ethanamine

Similarity: 0.90

[ 357287-88-8 ]

(4-Methylpyridin-2-yl)methanamine dihydrochloride

Similarity: 0.90

Related Parent Nucleus of
[ 3731-51-9 ]

Pyridines

[ 45715-08-0 ]

(5-Methylpyridin-2-yl)methanamine

Similarity: 0.92

[ 129768-95-2 ]

(4-Methylpyridin-2-yl)methanamine

Similarity: 0.92

[ 161647-06-9 ]

(5-Methylpyridin-2-yl)methanamine hydrochloride

Similarity: 0.90

[ 51639-58-8 ]

N-(Pyridin-2-ylmethyl)ethanamine

Similarity: 0.90

[ 357287-88-8 ]

(4-Methylpyridin-2-yl)methanamine dihydrochloride

Similarity: 0.90

Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 3731-51-9 ]

Quality Control of [ 3731-51-9 ]

Related Doc. of [ 3731-51-9 ]

Product Details of [ 3731-51-9 ]

Calculated chemistry of [ 3731-51-9 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 3731-51-9 ]

Application In Synthesis of [ 3731-51-9 ]

[ 3731-51-9 ] Synthesis Path-Upstream 1~12

[ 3731-51-9 ] Synthesis Path-Downstream 1~68

Related Functional Groups of [ 3731-51-9 ]

Amines

Related Parent Nucleus of [ 3731-51-9 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 3731-51-9 ]

Related Parent Nucleus of
[ 3731-51-9 ]