[ CAS No. 123-00-2 ]

Name: 123-00-2|3-Morpholinopropan-1-amine|98%
Brand: Ambeed
SKU: A108533
Price: 5.0 USD
Availability: InStock
Rating: 90 (26 reviews)

{[proInfo.proName]} ,{[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 123-00-2

Structure of 123-00-2 * 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 [ 123-00-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 123-00-2 ]

SDS Specification

Alternatived Products of [ 123-00-2 ]

Product Details of [ 123-00-2 ]

CAS No. :	123-00-2	MDL No. :	MFCD00006184
Formula :	C₇H₁₆N₂O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	UIKUBYKUYUSRSM-UHFFFAOYSA-N
M.W :	144.21 g/mol	Pubchem ID :	61055
Synonyms :

Calculated chemistry of [ 123-00-2 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	3
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	44.25
TPSA :	38.49 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) :	-7.67 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.88
Log Po/w (XLOGP3) :	-0.69
Log Po/w (WLOGP) :	-0.71
Log Po/w (MLOGP) :	-0.31
Log Po/w (SILICOS-IT) :	0.56
Consensus Log Po/w :	0.15

Druglikeness

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

Water Solubility

Log S (ESOL) :	-0.1
Solubility :	114.0 mg/ml ; 0.792 mol/l
Class :	Very soluble
Log S (Ali) :	0.36
Solubility :	328.0 mg/ml ; 2.27 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	-0.9
Solubility :	18.2 mg/ml ; 0.126 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.6

Safety of [ 123-00-2 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501	UN#:	2735
Hazard Statements:	H302-H314	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 123-00-2 ]

* 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 [ 123-00-2 ]
Downstream synthetic route of [ 123-00-2 ]

[ 123-00-2 ] Synthesis Path-Upstream 1~15

1
[ 4542-47-6 ]
[ 110-91-8 ]
[ 123-00-2 ]

Yield	Reaction Conditions	Operation in experiment
22%	With sodium tetrahydroborate; hydrogen; nickel dichloride In <i>tert</i>-butyl alcohol at 70℃; for 8 h;	Similarly to the described above, using sodium borohydride (0.6 g, 0.016 mol), 15 mL of tert-butanol, anhydrous nickel(II) chloride (1.0 g, 0.008 mol), and nitrile 1n (14 g, 0.1 mol). The reaction duration was 8h, the temperature was 70°C. Morpholine 9n, content 22 wt percent. Mass spectrum, m/e (I_rel, percent): 88.8 (2) [ M+2], 87.9 (59) [ M+ 1], 86.8 (67) [M], 86.0 (100), 56.9(86), 55.9 (98), 41.9 (28). 3-N-Morpholino-1-aminopropane 2n, content 59 wt percent. Mass spectrum, m/e(I_rel, percent): 145.0 (5) [ M+ 1], 128.0 (1.5), 126.8 (7),113.0 (32), 101.0 (11), 100.0 (100), 86.0 (7), 72.0 (10),70.0 (30), 57.0 (11), 56.0 (35), 42.0 (30).

Reference： [1] Russian Journal of General Chemistry, 2016, vol. 86, # 2, p. 273 - 280[2] Zh. Obshch. Khim., 2016, vol. 86, # 2, p. 245 - 252,8

2
[ 4542-47-6 ]
[ 123-00-2 ]

Reference： [1] Journal of the Indian Chemical Society, 1958, vol. 35, p. 205,208,209
[2] Journal of the American Chemical Society, 1944, vol. 66, p. 725,728
[3] Patent: US2883370, 1954, ,
[4] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 6, p. 675 - 680

3
[ 110-91-8 ]
[ 6276-54-6 ]
[ 123-00-2 ]

Reference： [1] Patent: CN107619390, 2018, A, . Location in patent: Paragraph 0015

4
[ 106018-95-5 ]
[ 123-00-2 ]

Reference： [1] Tetrahedron Letters, 1986, vol. 27, # 19, p. 2099 - 2102

5
[ 4542-47-6 ]
[ 123-00-2 ]
[ 18889-29-7 ]

Reference： [1] Journal of the American Chemical Society, 1944, vol. 66, p. 725,728

6
[ 6820-95-7 ]
[ 123-00-2 ]

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 6, p. 1593 - 1597
[2] ACS Chemical Neuroscience, 2015, vol. 6, # 8, p. 1317 - 1330
[3] European Journal of Medicinal Chemistry, 2016, vol. 109, p. 124 - 133

7
[ 80500-17-0 ]
[ 123-00-2 ]
[ 119-61-9 ]

Reference： [1] Journal of the American Chemical Society, 1982, vol. 104, # 3, p. 730 - 736

8
[ 23159-07-1 ]
[ 123-00-2 ]

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 13, p. 2131 - 2135

9
[ 104712-03-0 ]
[ 123-00-2 ]

Reference： [1] Pharmaceutical Chemistry Journal, 1985, vol. 19, # 7, p. 479 - 481[2] Khimiko-Farmatsevticheskii Zhurnal, 1985, vol. 19, # 7, p. 829 - 832

10
[ 110-91-8 ]
[ 5460-29-7 ]
[ 123-00-2 ]

Reference： [1] Journal of the American Chemical Society, 1941, vol. 63, p. 156,158

11
[ 110-91-8 ]
[ 42251-84-3 ]
[ 123-00-2 ]

Reference： [1] Zhurnal Obshchei Khimii, 1938, vol. 8, p. 56,62[2] Chem. Zentralbl., 1940, vol. 111, # I, p. 548

12
[ 7357-67-7 ]
[ 1074-82-4 ]
[ 123-00-2 ]

Reference： [1] Farmaco, Edizione Scientifica, 1958, vol. 13, p. 261,282

13
[ 503-29-7 ]
[ 110-91-8 ]
[ 123-00-2 ]

Reference： [1] J. Gen. Chem. USSR (Engl. Transl.), 1991, vol. 61, # 8.2, p. 1700 - 1713[2] Zhurnal Obshchei Khimii, 1991, vol. 61, # 8, p. 1841 - 1856

14
[ 110-91-8 ]
[ 107-13-1 ]
[ 123-00-2 ]
[ 18889-29-7 ]

Reference： [1] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1953, vol. 236, p. 1976

15
[ 123-00-2 ]
[ 1380432-31-4 ]
[ 1380432-32-5 ]

Yield	Reaction Conditions	Operation in experiment
93%	With N-ethyl-N,N-diisopropylamine In iso-butanol at 120℃; for 0.5 h; Microwave irradiation	₄Synthesis of EHop-016 [0031] ¹H and ¹³C NMR spectra were recorded on a Bruker 400 MHz Spectrometer. Mass spectra were obtained on a Hewlett Packard 6890N GC/MS Spectrometer. All chemicals were purchased from Sigma Aldrich Chemical Company. The synthesis of EHop-016 (5) was performed in two steps according to the reaction scheme provided in FIG. 1(A), and carried out analogous to the procedure described in (58). (2-Chloro-pyrimidin-4-yl)-(9-ethyl-9H-carbazol-3-yl)-amine 3 was obtained as a pure compound in a yield of 53percent. The product was identified with TLC, NMR and GC/MS. R_f=0.23 (3:1, Hexane-Ethyl Acetate); ¹H NMR (DMSO-d₆, 400 MHz) δ 1.32 (t, J=6.9 Hz, 3H), 4.45 (q, J=6.6 Hz, 2H), 6.72 (s, 1H), 7.20 (t, J=7.36 Hz, 1H), 7.47 (t, J=7.30 Hz, 1H), 7.56 (s, 1H), 7.62 (t, J=8.68 Hz, 1H), 8.11 (t, J=7.36 Hz, 1H), 8.27 (s, 1H), 10.1 (s, 1H); ¹³C (DMSO-d₆, 100 MHz) δ 13.7, 37.0, 109.2, 109.4, 115.0, 118.7, 120.3, 121.3, 121.9, 122.3, 125.9, 129.9, 136.9, 140.0, 156.9, 159.6, 162.4; LRGC-MS m/z (rel percent):[M]⁺ 276 (100), [M-Cl]⁺ 241 (40), [M-C₅H₅N₃Cl]⁺ 134 (26). N⁴-(9-Ethyl-9H-carbazol-3-yl)-N2-(3-morpholin-4-yl-propyl)-pyrimidine-2,4-diamine 5 (EHop-016) was obtained as a pure compound in a yield of 93percent. The product was identified to be essentially pure by TLC and NMR: R_f=0.34 (9:1, CH₂Cl₂—MeOH); ¹H NMR (DMSO-d₆, 400 MHz) δ 1.31 (t, J=7.0 Hz, 3H), 1.73 (m, 2H), 2.32 (m, 2H), 2.34 (t, J=6.89 Hz, 8H), 3.52 (m, 2H), 4.42 (q, J=7.0 Hz, 2H), 5.98 (d, J=5.7 Hz, 1H), 6.69 (t, J=5.3 Hz, 1H), 7.16 (t, J=7.4, 1H), 7.43 (t, J=7.2 Hz, 1H), 7.53 (t, J=9.0 Hz, 4H), 7.81 (d, J=5.4 Hz, 1H), 8.10 (s, 1H), 8.66 (s, 1H), 9.1 (s, 1H); ¹³C (DMSO-d₆, 100 MHz) δ 13.7, 26.2, 36.9, 53.4, 56.3, 66.2, 108.9, 109.0, 118.2, 119.7, 120.2, 122.0, 122.2, 125.6, 132.5, 135.5, 139.9, 159.8, 160.9, 162.1.

Reference： [1] Patent: US2013/172552, 2013, A1, . Location in patent: Paragraph 0031

[ 123-00-2 ] Synthesis Path-Downstream 1~58

1
[ 123-00-2 ]
[ 403-16-7 ]
[ 896-03-7 ]

Reference： [1]Journal of the Chemical Society,1963,p. 2784 - 2787

2
[ 123-00-2 ]
[ 14527-26-5 ]
[ 13910-60-6 ]

Reference： [1]Chemical and pharmaceutical bulletin,1967,vol. 15,p. 228 - 232

3
[ 123-00-2 ]
[ 1074-40-4 ]
[ 104665-82-9 ]

Reference： [1]Journal of the Indian Chemical Society,1960,vol. 37,p. 617 - 620

4
[ 123-00-2 ]
[ 6492-86-0 ]
[ 58232-30-7 ]

Reference： [1]Journal of Heterocyclic Chemistry,1986,vol. 23,p. 849 - 855

5
[ 123-00-2 ]
[ 3885-38-9 ]
2-methyl-3-<N-(3-morpholinopropyl)carbamoyl>quinoxaline [ No CAS ]

Reference： [1]Journal of Heterocyclic Chemistry,1994,vol. 31,p. 33 - 38

6
[ 123-00-2 ]
[ 33045-53-3 ]
[ 102535-22-8 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1990,vol. 55,p. 797 - 808
[2]Journal of Medicinal Chemistry,1986,vol. 29,p. 1814 - 1820

7
[ 123-00-2 ]
[ 373627-25-9 ]
[ 138767-72-3 ]

Reference： [1]Pharmaceutical Chemistry Journal,1991,vol. 25,p. 760 - 763
Khimiko-Farmatsevticheskii Zhurnal,1991,vol. 25,p. 10 - 13

8
[ 123-00-2 ]
[ 63875-01-4 ]
[1-(2-Methyl-pyridin-4-yl)-meth-(E)-ylidene]-(3-morpholin-4-yl-propyl)-amine [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1996,vol. 39,p. 3929 - 3937

9
[ 123-00-2 ]
[ 18206-06-9 ]
[1-(2,6-Dimethyl-pyridin-4-yl)-meth-(E)-ylidene]-(3-morpholin-4-yl-propyl)-amine [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1996,vol. 39,p. 3929 - 3937

10
[ 123-00-2 ]
[ 63875-01-4 ]
2-methylpyridine-4-carboxaldehyde [3-(4-morpholinyl)propyl]imine [ No CAS ]

Reference： [1]Patent: EP1229035,2002,A1 .Location in patent: Page 23
[2]Bioorganic and Medicinal Chemistry,1997,vol. 5,p. 49 - 64
[3]Patent: EP1227092,2002,A2 .Location in patent: Page 23

11
[ 123-00-2 ]
[ 18206-06-9 ]
[1-(2,6-Dimethyl-pyridin-4-yl)-meth-(E)-ylidene]-(3-morpholin-4-yl-propyl)-amine [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,1997,vol. 5,p. 49 - 64

12
[ 123-00-2 ]
[ 55447-00-2 ]
[ 200864-76-2 ]

Reference： [1]Journal of Medicinal Chemistry,1998,vol. 41,p. 199 - 223

13
[ 123-00-2 ]
[ 1004-17-7 ]
[1-(2-Methyl-pyrimidin-4-yl)-meth-(Z)-ylidene]-(3-morpholin-4-yl-propyl)-amine [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,1998,vol. 8,p. 3111 - 3116

14
[ 123-00-2 ]
[ 1074-68-6 ]
[1-(2-Methylsulfanyl-pyrimidin-4-yl)-meth-(Z)-ylidene]-(3-morpholin-4-yl-propyl)-amine [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,1998,vol. 8,p. 3111 - 3116

15
[ 123-00-2 ]
[ 34117-90-3 ]
N²-(3-morpholin-4-yl-propyl)-quinoxaline-2,3-diamine [ No CAS ]

Reference： [1]Acta poloniae pharmaceutica,1999,vol. 56,p. 201 - 206

16
[ 123-00-2 ]
[ 108-77-0 ]
[ 14002-33-6 ]
C₈₃H₁₄₅N₃₃O₁₃ [ No CAS ]

Reference： [1]Tetrahedron Letters,2001,vol. 42,p. 493 - 496

17
[ 123-00-2 ]
[ 1955-46-0 ]
[ 32315-10-9 ]
[ 124-40-3 ]
5-(3,3-dimethyl-ureido)-N-(3-morpholin-4-yl-propyl)-isophthalamide [ No CAS ]

Reference： [1]Medicinal Chemistry Research,1998,vol. 8,p. 187 - 205

18
[ 123-00-2 ]
[ 1955-46-0 ]
PhOCH₂COOX (X=OH or Cl) [ No CAS ]
5-(4-morpholin-4-yl-butyrylamino)-N-phenoxymethyl-isophthalamide [ No CAS ]

Reference： [1]Medicinal Chemistry Research,1998,vol. 8,p. 187 - 205

19
[ 123-00-2 ]
[ 69812-29-9 ]
[ 16590-41-3 ]
C₃₃H₄₅N₅O₇S₂ [ No CAS ]

Reference： [1]Synlett,2002,p. 92 - 96

20
[ 123-00-2 ]
[ 309964-23-6 ]
4-{3-methoxy-4-[(3-morpholin-4-yl-propylamino)-methyl]-phenoxy}-butyric acid [ No CAS ]

Reference： [1]Tetrahedron Letters,2002,vol. 43,p. 3555 - 3556

21
[ 123-00-2 ]
[ 882-09-7 ]
[ 13734-34-4 ]
2-(4-chloro-phenoxy)-2-methyl-N-[1-(3-morpholin-4-yl-propylcarbamoyl)-2-phenyl-ethyl]-propionamide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2005,vol. 15,p. 585 - 588

22
[ 123-00-2 ]
[ 882-09-7 ]
[ 18942-49-9 ]
2-(4-chloro-phenoxy)-2-methyl-N-[1-(3-morpholin-4-yl-propylcarbamoyl)-2-phenyl-ethyl]-propionamide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2005,vol. 15,p. 585 - 588

23
[ 123-00-2 ]
[ 14527-26-5 ]
N-(3-morpholin-4-yl-propyl)-guanidine hydrochloride [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2005,vol. 13,p. 2397 - 2411

24
[ 123-00-2 ]
[ 83664-33-9 ]
[ 861884-74-4 ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 4621 - 4625

25
[ 123-00-2 ]
[ 1070-70-8 ]
polymer, Mw = 9100, PDI = 2.53; monomer(s): 1,4-butanediol diacrylate; 4-(3-aminopropyl)morpholine [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2001,vol. 123,p. 8155 - 8156

26
[ 123-00-2 ]
[ 13048-33-4 ]
polymer, Mw = 11900, PDI = 2.18; monomer(s): 1,6-hexanediol diacrylate; 4-(3-aminopropyl)morpholine [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2001,vol. 123,p. 8155 - 8156

27
[ 123-00-2 ]
[ 6314-28-9 ]
[ 86123-10-6 ]
[ 117322-30-2 ]
MEN 14268 [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 4841 - 4844

28
[ 123-00-2 ]
[ 6314-28-9 ]
[ 86123-10-6 ]
[ 135944-07-9 ]
C₃₅H₃₈N₄O₄S [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 4841 - 4844

29
[ 123-00-2 ]
[ 677297-51-7 ]
C₂₅H₂₇N₇O₃ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2007,vol. 50,p. 4279 - 4294

30
[ 123-00-2 ]
[ 677297-51-7 ]
C₃₂H₄₀N₈O₄ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2007,vol. 50,p. 4279 - 4294

31
[ 123-00-2 ]
[ 101066-61-9 ]
2-chloropyridine-4-carboxaldehyde [3-(4-morpholinyl)propyl]imine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		This aldehyde was reacted with 4-(3-aminopropyl)morpholine by the procedure of example 1(c) to afford the title compound as a yellow oil. 1 H NMR (CD3 Cl): delta8.45 (d, J=5.1 Hz, 1H), 8.24 (s, 1H), 7.63 (s, 1H); 7.51 (d, J=5.1 Hz, 1H), 3.72 (m, 6H), 2.44 (m, 6H), 1.91 (m, 2H).
		This aldehyde was reacted with 4-(3-aminopropyl)morpholine by the procedure of example 1(c) to afford the title compound as a yellow oil. 1 H NMR (CD3 Cl): delta8.45 (d, J=5.1 Hz, 1H), 8.24 (s, 1H), 7.63 (s, 1H); 7.51 (d, J=5.1 Hz, 1H), 3.72 (m, 6H), 2.44 (m, 6H), 1.91 (m, 2H).
		This aldehyde was reacted with 4-(3-aminopropyl)morpholine by the procedure of example 1(c) to afford the title compound as a yellow oil. 1 H NMR (CD3 Cl): delta 8.45 (d, J=5.1 Hz, 1H), 8.24(s, 1H),7.63 (s, 1H); 7.51 (d, J=5.1Hz, 1H), 3.72 (m, 6H), 2.44 (m, 6H), 1.91 (m, 2H).

Reference： [1]Patent: US5593991,1997,A
[2]Patent: US5593992,1997,A
[3]Patent: US5670527,1997,A
[4]Patent: EP1227092,2002,A2 .Location in patent: Page 23

32
[ 123-00-2 ]
[ 1074-68-6 ]
[ 165807-15-8 ]

Reference： [1]Patent: EP1227092,2002,A2 .Location in patent: Page 29
[2]Patent: EP1229035,2002,A1 .Location in patent: Page 29-30

33
[ 123-00-2 ]
[ 171489-59-1 ]
(6R,12AR)-6-benzo[1,3]dioxol-5-yl-2-(3-morpholin-4-ylpropyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione [ No CAS ]

Reference： [1]Patent: US2003/225094,2003,A1 .Location in patent: Page 11

34
[ 123-00-2 ]
[ 98-61-3 ]
[ 403793-23-7 ]

Yield	Reaction Conditions	Operation in experiment
100%	With triethylamine; In dichloromethane; at 0 - 20℃; for 0.5h;	4-Iodophenylsulphonyl chloride (3.03 g, 10 mmol) in DCM (30 ml) was added dropwise over 15 minutes to a solution of 4-(3-aminopropyl)morpholine (1.75 ml, 12 mmol) and triethylamine (1.7 ml, 12 mmol) in DCM (50 ml) cooled in an ice bath. The mixture was allowed to warm to ambient temperature and stirred for 15 minutes. Water (50 ml) was added and the phases separated. The organic layer was washed with water (50 ml) and brine (50 ml), dried (Chemelut column 1010) and evaporated to give the title compound (4.10 g, 100%) as a beige solid. NMR 1.70 (m, 21), 2.43 (m, 61, 3.14 (t, 2H), 3.71 (m, 4H), 7.08 (s, 1H), 7.58 (d, 2H), 7.85 (d, 2H); m/z 411.

Reference： [1]Patent: US2004/14776,2004,A1 .Location in patent: Page/Page column 36

35
[ 123-00-2 ]
[ 63071-13-6 ]
C₁₃H₂₀ClN₃O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%		A mixture of <strong>[63071-13-6]4-chloro-2-pyridinecarboxaldehyde</strong> (200 mg, 0.0014 mol), N-(3- aminopropyl)morpholine (224 mg, 0.0015 mol), palphara-toluene sulfonic acid (134 mg, 0.00070 mol) and 3A molecular sieves was stirred at room temperature under Argon for 7 hours. Molecular sieves were filtered off, the reaction mixture was cooled down to O0C, and sodium borohydride (107 mg, 0.0028 mol) was slowly added. The mixture was stirred at room temperature for 17 hours, poured out into water and extracted with DCM. The organic layer was separated, washed with a saturated solution of hydrogen carbonate, dried (MgSO4), filtered, and the solvent was evaporated. The residue was purified by column chromatography over silica gel (40-63 mum) (eluent:DCM/MeOH/NuH3 85/15/3). The pure fractions were collected and the solvent was evaporated, yielding 230 mg (60%) of intermediate 76 as a yellow oil.

Reference： [1]Patent: WO2006/32631,2006,A1 .Location in patent: Page/Page column 61

36
[ 123-00-2 ]
[ 13852-51-2 ]
1-methyl-2-amino-N-(γ-morpholino propyl)-4-amino-5-nitro-benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In pyridine; (2S)-N-methyl-1-phenylpropan-2-amine hydrate;	EXAMPLE I Preparation of 1-methyl-2-amino-N-(gamma-morpholino propyl)-4-amino-5-nitro-benzene: The formula for the reaction is: STR10 1. The method of preparation: To 18.65 g (0.1 mole) of <strong>[13852-51-2]1-methyl-2-amino-4-chloro-5-nitro-benzene</strong> dissolved in 40 cc of pyridine, add drop by drop gamma-aminopropyl morpholine and heat it to reflux (130-135 C) for 10 hours. By distillation remove the pyridine in excess and introduce drop by drop the resulting oil obtained into 300 cc of 1N hydrochloric acid. This forms a chestnut colored precipitate which is washed twice with 80 cc of ice water. 23.5 g of a dry product are recovered which is recrystallized in a mixture of alcohol water. After drying, the product melts at 85 C.

Reference： [1]Patent: US4018556,1977,A

37
[ 123-00-2 ]
[ 857070-66-7 ]
[ 857070-67-8 ]

Yield	Reaction Conditions	Operation in experiment
82%		A mixture of b-3 (0.069 mol) and N-propylamino-morpholine (0.207 mol) was stirred at 125C for 4 hours, and then taken up in CH2C12/CH3OH. The organic layer was washed with a 10% solution OfK2CO3 in water, dried (over MgSO4), filtered and the solvent was evaporated until dryness. The residue (37 g) was purified by column chromatography over silica gel (eluent: CH2C12/CH3OH/NH4OH 90/10/0.5; 20-45mum). The pure fractions were collected and the solvent was evaporated, yielding 16.5g of intermediate b-4 (82%).

Reference： [1]Journal of Medicinal Chemistry,2008,vol. 51,p. 875 - 896
[2]Patent: WO2006/136562,2006,A1 .Location in patent: Page/Page column 23

38
[ 123-00-2 ]
[ 13544-44-0 ]
(2-chloro-5-iodopyrimidine-4-yl)-(3-morpholin-4-yl-propyl)-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	With N-ethyl-N,N-diisopropylamine; In acetonitrile; at -35 - 20℃; for 72h;	12) (2-chloro-5-iodopyrimidine-4-yl)-(3-morpholin-4-yl-propyl)-amine:; In accordance with procedure 2, 3-morpholin-4-yl-propylamine (0.73 ml, 5 mmol) and N-ethyldiisopropylamine (1.71 ml, 10 mmol) are dissolved in 100 ml acetonitrile under argon and cooled to -35C. The solution of 2,4-dichloro-5- iodo-pyrimidine (1.37, 5.0 mmol) in 50 ml acetonitrile is then added dropwise at-35C internal temperature. Stirred 1 hr further at -30 to -20 0C, then slowly warmed up to RT and stirred for 3 days at RT.The reaction mixture is concentrated on the rotary evaporator. The residue is treated with 200 ml ethyl acetate and 75 ml sat. NaHCO3 soln., well shaken and the aqueous phase further extracted 2 x with 75 ml portions of ethyl acetate. The ethyl acetate phase is dried over Na2SO4 dried, filtered, concentrated and the residue dried at the oil pump: 1.92 g colourless and crystalline crude product.The crude product is purified by column chromatography (5Og column, mobile phase: gradient hexane: ethyl acetate 80% to 100% ethyl acetate): 1.66 g(97%).1H-NMR (400 MHz, DMSO-D6): delta 1.66 (m, 2H), 2.30 (m, 6H), 3.37 (m, 2H), 3.57(m, 4H)1 7.42 (t, 1 H), 8.27 (s, 1 H).MS: 383 (MH+).
97%	With N-ethyl-N,N-diisopropylamine; In acetonitrile; at -35 - 20℃; for 73h;	In accordance with procedure 2, 3-morpholin-4-yl-propylamine (0.73 ml, 5 mmol) and N-ethyldiisopropylamine (1.71 ml, 10 mmol) are dissolved in 100 ml acetonitrile under argon and cooled to -35 C. The solution of <strong>[13544-44-0]2,4-dichloro-5-iodo-pyrimidine</strong> (1.37, 5.0 mmol) in 50 ml acetonitrile is then added dropwise at -35 C. internal temperature. Stirred 1 hr further at -30 to -20 C., then slowly warmed up to RT and stirred for 3 days at RT. The reaction mixture is concentrated on the rotary evaporator. The residue is treated with 200 ml ethyl acetate and 75 ml sat. NaHCO3 soln., well shaken and the aqueous phase further extracted 2× with 75 ml portions of ethyl acetate. The ethyl acetate phase is dried over Na2SO4 dried, filtered, concentrated and the residue dried at the oil pump: 1.92 g colourless and crystalline crude product. The crude product is purified by column chromatography (50 g column, mobile phase: gradient hexane: ethyl acetate 80% to 100% ethyl acetate): 1.66 g (97%). 1H-NMR (400 MHz, DMSO-D6): delta 1.66 (m, 2H), 2.30 (m, 6H), 3.37 (m, 2H), 3.57 (m, 4H), 7.42 (t, 1H), 8.27 (s, 1H). MS: 383 (MH+).
97%	With N-ethyl-N,N-diisopropylamine; In acetonitrile; at -35 - 20℃; for 73h;	In accordance with GP 2, 3-morpholin-4-yl-propylamine (0.73 ml, 5 mmol) and N- ethyldiisopropylamine (1.71 ml, 10 mmol) were dissolved in 100 ml acetonitrile under argon and cooled to -35 C. The solution of <strong>[13544-44-0]2,4-dichloro-5-iodo-pyrimidine</strong> (1.37, 5.0 mmol) in 50 ml acetonitrile was then added dropwise at -35C internal temperature. Stirred 1 hr further at -30 to -20 C, then slowly warmed up to RT and stirred for 3 days at rt. The reaction mixture was concentrated on the rotary evaporator. The residue was treated with 200 ml ethyl acetate and 75 ml sat. NaHCO3 soln., well shaken and the aqueous phase further extracted 2 x with 75 ml portions of ethyl acetate. The ethyl acetate phase was dried over Na2SO4 dried, filtered, concentrated and the residue dried at the oil pump: 1.92 g colourless and crystalline crude product. The crude product was purified by column <n="119"/>chromatography (5Og column, mobile phase: gradient hexane: ethyl acetate 80% to 100% ethyl acetate): 1.66 g (97%).1H-NMR (400 MHz, DMSO-D6): 1.66 (m, 2H), 2.30 (m, 6H), 3.37 (m, 2H), 3.57 (m, 4H), 7.42 (t, 1 H), 8.27 (s, 1 H). MS: 383 (MH+).

Reference： [1]Patent: WO2007/71455,2007,A1 .Location in patent: Page/Page column 153
[2]Patent: US2007/232632,2007,A1 .Location in patent: Page/Page column 58-59
[3]Patent: WO2008/155140,2008,A1 .Location in patent: Page/Page column 117-118

39
[ 123-00-2 ]
[ 10320-42-0 ]
N-(3-morpholinopropyl)-5-nitropyrimidin-2-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 70℃; for 20h;	<strong>[10320-42-0]<strong>[10320-42-0]2-Chloro-5-nitropyrimidin</strong>e</strong> 15 (500 mg, 3.13 mmol), 3-morpholinopropan-1-amine (1.35 g, 9.39 mmol) and DIEA (3.4 mL, 4.7 mmol) were taken up in IPA (20 mL) in a resealable pyrex tube and heated at 70° C. for 20 h. After cooling to rt, N-(3-morpholinopropyl)-5-nitropyrimidin-2-amine precipitated out of solution and was collected by filtration through a Buchner micro membrane, and washing with MeOH, then drying to afford the 5-nitro intermediate as a pale yellow solid.

Reference： [1]Journal of Medicinal Chemistry,2008,vol. 51,p. 1681 - 1694
[2]Patent: US2007/72862,2007,A1 .Location in patent: Page/Page column 27

40
[ 123-00-2 ]
[ 40972-42-7 ]
[ 1034622-07-5 ]

Yield	Reaction Conditions	Operation in experiment
57%	In ethanol; at 120.0℃; for 16.0h;	6-Chloroimidazo[1,2-b]pyridazine 41 (6.53 mmol) was dissolved in chloroform (12 mL) and N-chlorosuccinimide (6.53 mmol) added under N2. After stirring for 16 h, the mixture was partitioned between saturated sodium hydrogensulfate solution (25 mL) and chloroform (12 mL). The organic layer was removed, washed with water (2×), dried and concentrated to provide <strong>[40972-42-7]3,6-dichloroimidazo[1,2-b]pyridazine</strong> 5 (1.05 g, 85%) as an orange solid; 1H NMR (500 MHz, CDCl3) delta 7.92 (d, J=9.5 Hz, 1H), 7.74 (s, 1H), 7.12 (d, J=9.5 Hz, 1H). 3,6-Dichloroimidazo[1,2-b]pyridazine 5 (150 mg, 0.8 mmol) and the desired amine (1 mL) were heated in a sealed tube for 16 hr at 120 C. Upon cooling the reaction mixture was concentrated and purified by column chromatography (12 g ISCO column eluting with methylene chloride and a methanol/ammonia mixture (10:1); gradient 100% methylene chloride to 80% methylene chloride over 30 min at 25 mL/min) to provide the desired product 6.

Reference： [1]Patent: US2008/153813,2008,A1 .Location in patent: Page/Page column 10

41
[ 7154-73-6 ]
[ 27578-60-5 ]
[ 140-31-8 ]
[ 2038-03-1 ]
[ 25560-00-3 ]
[ 123-00-2 ]
[ 5036-48-6 ]
[ 7663-77-6 ]
[ 34035-03-5 ]
[ 1761-71-3 ]
[ 6864-37-5 ]
[ 2213-43-6 ]
[ 63234-71-9 ]
[ 5906-35-4 ]
[ 59983-39-0 ]
[ 1664-40-0 ]
[ 6530-09-2 ]
[ 108-00-9 ]
[ 109-55-7 ]
[ 51387-90-7 ]
[ 102-83-0 ]
[ 849908-66-3 ]
C₁₅H₁₇ClN₂O [ No CAS ]
[ 849908-70-9 ]
[ 940358-24-7 ]
C₁₆H₁₉ClN₂O [ No CAS ]
C₁₉H₁₉ClN₂O [ No CAS ]
[ 849908-71-0 ]
C₁₇H₂₁ClN₂O₂ [ No CAS ]
[ 849908-67-4 ]
C₁₇H₂₁ClN₂O [ No CAS ]
[ 880815-24-7 ]
C₁₇H₂₂ClN₃O [ No CAS ]
C₁₈H₂₁ClN₂O [ No CAS ]
[ 849908-65-2 ]
[ 932172-19-5 ]
[ 875001-79-9 ]
[ 849908-68-5 ]
[ 849908-69-6 ]
[ 849908-81-2 ]
[ 849908-75-4 ]

Yield	Reaction Conditions	Operation in experiment
	With polymer-bound trimethyl ammonium cyanoborohydride; acetic acid; In 1,2-dichloro-ethane; at 20℃; for 24 - 36h;Combinatorial reaction / High throughput screening (HTS);	All sixty diamines were separated in four groups based on their steric and electronic characteristics, Figures 1-4. Each diamine was measured in the amount of 0.05 g (approximately 0.3 mmol) and pooled together with the others in the group. Obtained diamine mixtures were dissolved in 5 ml of 1,2-dichloroethane and used for the syntheses. Each well of the 96-well filterplates was loaded with 0.2 ml of 1: 10 mixture of acetic acid: DCE, 0.03 ml of the diamine mixture in DCE (group 1, group 2, group 3, or group 4) to assure 0.04 mmol of the diamines per well, and shaken for 5 min at room temperature. Appropriate carbonyl compounds from the master plate (0.1 ml of 1.2 M solution) were added into corresponding wells of the reaction plates followed by the addition of (polystyrylmethyl) trimethylammonium cyanoborohydride, (0.020 g, 0.08 mmol per well). The reaction plates were sealed and placed on a shaker. The reaction was allowed to proceed 24-36 hours at room temperature. At the end, the reaction mixtures were filtered using a filtration manifold, and products were collected into four (one per group) collection plates. Solvents were evaporated in SpeedVac and formed residues were analyzed by mass spectrometry prior to biological screening. Mono and double alkylated products were observed in 1: 0.5 to 1: 2 ratios by mass spectral analysis.

Reference： [1]Patent: WO2005/34857,2005,A2 .Location in patent: Page/Page column 15; 22

42
[ 123-00-2 ]
[ 403-45-2 ]
[ 1221489-90-2 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 1659 - 1664

43
[ 253801-04-6 ]
[ 123-00-2 ]
C₁₅H₂₀N₄O [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 1480 - 1483

44
[ 253801-04-6 ]
[ 123-00-2 ]
[ 1093303-38-8 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 1480 - 1483

45
[ 123-00-2 ]
[ 41972-62-7 ]
[ 530-62-1 ]
[ 1426152-57-9 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 2110 - 2124

46
[ 123-00-2 ]
[ 13292-22-3 ]
C₄₅H₆₃N₃O₁₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
42%		General procedure: Rifaldehyde (290.0 mg, 0.4 mmol) was dissolved in 30 mL CH2Cl2 and after the addition of catalyst (0.2 mmol ZnCl2 or 0.02 mmol HCl/EtOH) respective mixtures were made with each of the following compounds taken separately: propargylamine, 3-azidopropylamine, 2-azidoethylamine, (1-(2-aminoethyl)piperidine, 1-(2-aminoethyl)pyrrolidine, N,N-dimethylethylenediamine, 1-(3-aminopropyl)-imidazole, 3-morpholinopropyl-amine, 4-aminobenzylpiperidine, 1-(3-aminopropyl)pyrrolidine or 3-(dimethylamino)-1-propylamine, 3-(diethylamino)propyl-amine) (0.41 mmol) in 5 mL of C2H5OH. The mixtures were stirred at 45 C for half an hour and after that a half of the solvent volume was distilled off. To the cooled reaction mixture (room temperature) the reductant NaBH4 (6.8 mg, 0.18 mmol) was added portionwise over 1 min. The reaction mixture was evaporated to dryness, dissolved in 50 mL of ethyl acetate and extracted twice with 50 mL of water and brine. The separated organic layer was evaporated and synthesised derivatives of <strong>[13292-22-3]<strong>[13292-22-3]3-formylrifamycin</strong> SV</strong> (compounds 1-12) were then purified by column chromatography with silica gel (25 cm×1 cm, silica gel 60, 0.040-0.063 mm/230-400 mesh ASTM, Fluka) and ethyl acetate/methanol was applied as eluent (from 100:0 to 15:1).

Reference： [1]European Journal of Medicinal Chemistry,2014,vol. 84,p. 651 - 676

47
[ 123-00-2 ]
[ 3328-69-6 ]
[ 1257525-71-5 ]

Yield	Reaction Conditions	Operation in experiment
	for 2h;Reflux;	4-(3-Aminopropyl)morpholine (0.115 g, 0.8 mmol) was added to methanolic solution (20 mL) of DFP (0.065 g, 0.4 mmol) and the resulting solution was stirring for 15 min and then refluxed for 2 h. This ?solution of HL2? was used for subsequent reactions without isolation and further purification or characterization.

Reference： [1]Journal of Molecular Structure,2015,vol. 1101,p. 1 - 7

48
[ 123-00-2 ]
[ 3328-69-6 ]
C₂₃H₃₅Cl₂Cu₂N₇O₃ [ No CAS ]

Reference： [1]Journal of Molecular Structure,2015,vol. 1101,p. 1 - 7

49
[ 123-00-2 ]
[ 50-00-0 ]
[ 520-33-2 ]
C₂₄H₃₀N₂O₇ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	In methanol; water; for 0.5h;	General procedure: To a solution of <strong>[520-33-2]hesperetin</strong> 2 (1.82mmol) in MeOH (40mL) was added 37% formaldehyde-water (150muL, 1.82mmol, 1.0equiv), after vigorous stirring at 30C for 30min, different amines (2.00mmol, 1.1equiv) were added and the mixture was stirred overnight. The reaction was monitored by TLC. The mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography (CH2Cl2/MeOH, 5:1?3:1) to give title compounds 3a-3p (yields 47-80%, Scheme 1).

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2016,vol. 26,p. 1460 - 1465

50
[ 123-00-2 ]
[ 10132-07-7 ]
C₁₁H₁₈ClN₅O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	With triethylamine; In butan-1-ol; at 90℃; for 12h;	General procedure: A mixture of 2-amino-4,6-dichloropyrimidine (1) (5 g, 30.5 mmol), the appropriate amine 2a or 2b (33.5 mmol), and triethylamine (152 mmol) in 150 mL n-butanol was heated to 90 C for 12 h. After cooling, the solvent was removed in vacuo, and the residue was partitioned between saturated aqueous Na2CO3 solution and ethyl acetate. The ethyl acetate layer was washed with brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography using the suitable mobile phase to afford the corresponding compounds 2a or 2b.

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2016,vol. 26,p. 1301 - 1304

51
[ 123-00-2 ]
[ 4506-66-5 ]
N1,N2,N4,N5-tetrakis (3-morpholinopropyl)-2,5-diamino-1,4-benzoquinonediimine [ No CAS ]

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

52
[ 123-00-2 ]
[ 53590-49-1 ]
1-[(5-chloro)-1H-indol-2-yl]-N-[3-(4-morpholinyl)propyl]methanamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%		General procedure: A round-bottom flask containing the 1H-indole-2-carbaldehyde34or <strong>[53590-49-1]5-chloro-1H-indole-2-carbaldehyde</strong>35 (1 eq.), the desiredamine (1 eq.) and anhydrous Na2SO4 (6 eq.) in CH2Cl2 was stirredovernight at room temperature. The reaction was filtered and thesolvent removed under reduced pressure. The residue was solubilizedin anhydrous MeOH and 2 eq. of NaBH4 were added in an icebath. After the addition, the ice bath was removed and the reactionwas kept under magnetic stirring at room temperature until thecompletion of the reaction was detected by TLC (1-2 h). The reactionwas quenched with distilled water, the MeOH was removedunder reduced pressure and the resulting aqueous phase wasextracted with 2 15 mL AcOEt. The organic layers were combinedand extracted with a 0.3 M HCl solution and the aqueouslayer was collected, alkalinized with 1 M NaOH and extracted with2 15 mL AcOEt. Finally, the organic layer was dried with Na2SO4,filtered and the solvent evapored under reduced pressure

Reference： [1]Bioorganic and Medicinal Chemistry,2017,vol. 25,p. 1889 - 1900

53
[ 123-00-2 ]
[ 29427-58-5 ]
C₈H₁₈N₄O*(x)H₂O₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
42%	In water; at 100℃; for 24h;	General procedure: To a solution of primary amines 7a-l (2 eq) inwater (0.5 mol/L) wasadded O-methylisourea bisulfate (1 eq). Solution was stirred at 100 C for 24 h. After concentration to dryness, ethanol was addedand the residue was sonicated until apparition of a precipitate. Insome difficult cases, the suspension in ethanol was stored overnightin a freezer and triturated with cold ethanol to get a powder.Addition of a few drops of diethylether was also occasionallyneeded to induce precipitation. The solids 8a-l were collected byfiltration, washed with ethanol and dried overnight under vacuum.Due to the hygroscopicity of isolated solids, no melting points weredetermined for these series. NH signals are missing for all compoundsin 1H NMR spectra.

Reference： [1]European Journal of Medicinal Chemistry,2019,vol. 166,p. 304 - 317

54
[ 123-00-2 ]
[ 87486-34-8 ]
5-bromo-1-methyl-3-((3-morpholinopropyl)amino)pyrazin-2(1H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 80℃; for 5h;	General procedure: To a solution of 2a-j (10 mmol, 1.0 eq) , <strong>[87486-34-8]3,5-dibromo-1-methylpyrazin-2(1H)-one</strong> (2.95 g, 11 mmol, 1.1 eq) and DIEA (3.3 mL,20 mmol, 2.0 eq) in MeCN (20mL) was stirred at 80 °C for 5 hours. After cooling to room temperature, thesolvent was removed in vacuo, and the residue was purified using silica gelchromatography to give the title compounds, yield 72-85percent.

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2019,vol. 29,p. 1609 - 1613

55
[ 123-00-2 ]
[ 132388-68-2 ]
tert-butyl (S)-(1-((3-morpholinopropyl)amino)-1,4-dioxo-4-(tritylamino)butan-2-yl)carbamate [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2019

56
[ 123-00-2 ]
[ 101012-12-8 ]
N-(3-morpholinopropyl) 2-chlorothiazole-5-carboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2020,vol. 63,p. 205 - 215

57
[ 123-00-2 ]
[ 5198-87-8 ]
N-(3-morpholinopropyl) 2-chlorothiazole-4-carboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2019

58
[ 123-00-2 ]
[ 394-02-5 ]
C₁₄H₁₈FN₃O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dmap; In N,N-dimethyl-formamide; at 20℃;	General procedure: The synthetic pathways for the preparation of compounds 6h-m are depicted in Scheme S3. In a 25 mL round bottom flask, compound 7 (185 mg, 1 mmol) was dissolved in SOCl2 (6 mL) and heated to 50 C for 4-5 h. The progress of the reaction was monitored by TLC, and the reaction solution concentrated by rotary evaporation after completion of the reaction. The obtained acid chloride compound was dissolved in dry DMF, and diphenylmethanamine (8a, 219 mg, 1.2 mmol) and DMAP (61 mg, 0.5 mmol) were added, and the reaction was allowed to stand overnight. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed three times with saturated aqueous NaCl, and dried over anhydrous Na2SO4. N-Benzhydryl-5-fluoro-2-nitrobenzamide (9a), yield 72%.

Reference： [1]Bioorganic and medicinal chemistry letters,2020,vol. 30

Related Products

Historical Records

Related Functional Groups of
[ 123-00-2 ]

Amines

[ 141814-57-5 ]

(4-Methylmorpholin-2-yl)methanamine

Similarity: 0.89

[ 122894-56-8 ]

N,N-Dimethyl-1-(morpholin-2-yl)methanamine

Similarity: 0.89

[ 108302-54-1 ]

N-Ethyl-2-morpholinoethanamine

Similarity: 0.77

[ 2038-03-1 ]

2-Morpholinoethanamine

Similarity: 0.77

[ 70384-51-9 ]

Tris(2-(2-methoxyethoxy)ethyl)amine

Similarity: 0.76

Related Parent Nucleus of
[ 123-00-2 ]

Morpholines

[ 4441-30-9 ]

4-(3-Hydroxypropyl)morpholine

Similarity: 0.92

[ 141814-57-5 ]

(4-Methylmorpholin-2-yl)methanamine

Similarity: 0.89

[ 122894-56-8 ]

N,N-Dimethyl-1-(morpholin-2-yl)methanamine

Similarity: 0.89

[ 1005-67-0 ]

4-Butylmorpholine

Similarity: 0.88

[ 5835-79-0 ]

4-Morpholinobutan-1-ol

Similarity: 0.85

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. 123-00-2 ]

Quality Control of [ 123-00-2 ]

Related Doc. of [ 123-00-2 ]

Product Details of [ 123-00-2 ]

Calculated chemistry of [ 123-00-2 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 123-00-2 ]

Application In Synthesis of [ 123-00-2 ]

[ 123-00-2 ] Synthesis Path-Upstream 1~15

[ 123-00-2 ] Synthesis Path-Downstream 1~58

Related Functional Groups of [ 123-00-2 ]

Amines

Related Parent Nucleus of [ 123-00-2 ]

Morpholines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 123-00-2 ]

Related Parent Nucleus of
[ 123-00-2 ]