[ CAS No. 6304-16-1 ] {[proInfo.proName]}

Name: 6304-16-1|(4-Pyridyl)acetone|98%
Brand: Ambeed
SKU: A211038
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Quality Control of [ 6304-16-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 6304-16-1 ]

SDS Specification

Alternatived Products of [ 6304-16-1 ]

Product Details of [ 6304-16-1 ]

CAS No. :	6304-16-1	MDL No. :	MFCD00129043
Formula :	C₈H₉NO	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ILRVKOYYFFNXDB-UHFFFAOYSA-N
M.W :	135.16	Pubchem ID :	80552
Synonyms :

Calculated chemistry of [ 6304-16-1 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.25
Num. rotatable bonds :	2
Num. H-bond acceptors :	2.0
Num. H-bond donors :	0.0
Molar Refractivity :	39.02
TPSA :	29.96 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.79 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.41
Log Po/w (XLOGP3) :	0.47
Log Po/w (WLOGP) :	1.21
Log Po/w (MLOGP) :	0.46
Log Po/w (SILICOS-IT) :	1.98
Consensus Log Po/w :	1.11

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.29
Solubility :	6.99 mg/ml ; 0.0517 mol/l
Class :	Very soluble
Log S (Ali) :	-0.67
Solubility :	29.0 mg/ml ; 0.215 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.73
Solubility :	0.25 mg/ml ; 0.00185 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.11

Safety of [ 6304-16-1 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 6304-16-1 ]

* 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 [ 6304-16-1 ]
Downstream synthetic route of [ 6304-16-1 ]

[ 6304-16-1 ] Synthesis Path-Upstream 1~1

1
[ 6304-16-1 ]
[ 80047-24-1 ]

Reference： [1] Journal of Medicinal Chemistry, 1986, vol. 29, # 5, p. 635 - 640

[ 6304-16-1 ] Synthesis Path-Downstream 1~88

1
[ 108-89-4 ]
[ 591-51-5 ]
[ 6304-16-1 ]
[ 3475-21-6 ]

Reference： [1]Journal of Organic Chemistry,1957,vol. 22,p. 939,942

2
[ 111500-00-6 ]
[ 138-89-6 ]
[ 6304-16-1 ]
[ 117043-73-9 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1956,vol. 600,p. 176,188

3
[ 111500-01-7 ]
[ 6304-16-1 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1956,vol. 600,p. 176,188

4
[ 110-89-4 ]
[ 6304-16-1 ]
[ 7357-70-2 ]
[ 555-16-8 ]
piperidinium 6-methyl-4-(m-nitrophenyl)-3-cyano-5-(4'-pyridyl)-1,4-dihydropyridine-2-thiolate [ No CAS ]

Reference： [1]Chemistry of Heterocyclic Compounds,1991,vol. 27,p. 1347 - 1352
Khimiya Geterotsiklicheskikh Soedinenii,1991,p. 1674 - 1679

5
[ 674-82-8 ]
[ 6304-16-1 ]
[ 144173-57-9 ]

Reference： [1]Journal of Medicinal Chemistry,1993,vol. 36,p. 1245 - 1254

6
[ 108-89-4 ]
[ 79-20-9 ]
[ 6304-16-1 ]

Reference： [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 924 - 939

7
[ 108-89-4 ]
[ 141-78-6 ]
[ 6304-16-1 ]

Reference： [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 635 - 640
[2]ACS Medicinal Chemistry Letters,2014,vol. 5,p. 754 - 759

8
[ 1003-67-4 ]
[ 108-24-7 ]
[ 6304-16-1 ]
[ 51227-30-6 ]

Reference： [1]Journal of Medicinal Chemistry,1987,vol. 30,p. 2031 - 2046

9
[ 6304-16-1 ]
[ 123-06-8 ]
[ 78415-72-2 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol;	EXAMPLE 1 A mixture containing 13.5 g. of 4-pyridinylmethyl methyl ketone, 12.2 g. of ethoxymethylenemalononitrile and 100 ml. of ethanol was refluxed with stirring for five hours and then allowed to cool to room temperature. The separated crystalline product was collected, washed with cold ethanol and dried in a vacuum oven at 60 C. to yield 14.2 g. of 1,2-dihydro-6-methyl-2-oxo-5-(4-pyridinyl)nicotinonitrile, m.p. >300 C. The nuclear magnetic resonance and infrared spectra of this product were identical with the corresponding respective spectra of the same compound prepared by a different method, that is, by reacting 1-(4-pyridinyl)-2-(dimethylamino)ethenyl methyl ketone with alpha-cyanoacetamide.

Reference： [1]Heterocycles,1985,vol. 23,p. 1479 - 1482
[2]Patent: US4347363,1982,A

10
[ 6304-16-1 ]
[ 71363-39-8 ]
methyl <6-methoxy-2-methyl<3,4'-bipyridine>>-5-carboxylate [ No CAS ]

Reference： [1]Heterocycles,1985,vol. 23,p. 1479 - 1482

11
[ 6304-16-1 ]
[ 555-16-8 ]
[ 107-91-5 ]
[ 143778-88-5 ]
[ 143755-38-8 ]
[ 143755-40-2 ]

Reference： [1]Chemistry of Heterocyclic Compounds,1991,vol. 27,p. 1347 - 1352
Khimiya Geterotsiklicheskikh Soedinenii,1991,p. 1674 - 1679

12
[ 6304-16-1 ]
[ 4637-24-5 ]
[ 78504-61-7 ]

Reference： [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 635 - 640

13
[ 6304-16-1 ]
[ 79-06-1 ]
[ 89733-48-2 ]

Reference： [1]Synthesis,1985,p. 305 - 306

14
[ 6304-16-1 ]
[ 122-51-0 ]
[ 88349-61-5 ]

Reference： [1]Pharmazie,1989,vol. 44,p. 809 - 813
[2]Heterocycles,1985,vol. 23,p. 1479 - 1482

15
[ 6304-16-1 ]
[ 79-39-0 ]
[ 89733-50-6 ]

Reference： [1]Synthesis,1985,p. 305 - 306

16
[ 6304-16-1 ]
[ 62-53-3 ]
1-phenylhydrazono-1-(4-pyridinyl)-2-propanone [ No CAS ]

Reference： [1]Heterocycles,1992,vol. 34,p. 2373 - 2378

17
[ 6304-16-1 ]
[ 34461-00-2 ]
[ 101712-27-0 ]

Reference： [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 924 - 939

18
[ 6304-16-1 ]
[ 74-88-4 ]
[ 85704-14-9 ]

Reference： [1]Tetrahedron,1982,vol. 38,p. 2883 - 2888

19
[ 6304-16-1 ]
[ 149-73-5 ]
(Z)-4-Methoxy-3-pyridin-4-yl-but-3-en-2-one [ No CAS ]

Reference： [1]Heterocycles,1985,vol. 23,p. 1479 - 1482

20
[ 6304-16-1 ]
[ 148062-05-9 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 3206 - 3213

21
[ 6622-91-9 ]
[ 108-24-7 ]
[ 6304-16-1 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 3206 - 3213

23
[ 76639-06-0 ]
[ 6304-16-1 ]
[ 7516-31-6 ]

Reference： [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 2458 - 2462

24
[ 6304-16-1 ]
[ 65032-27-1 ]
[ 847547-26-6 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 5863 - 5867

25
[ 6304-16-1 ]
4-(8-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-2-methyl-1-pyridin-4-yl-but-3-yn-2-ol [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2005,vol. 15,p. 511 - 515

26
[ 6304-16-1 ]
2-amino-3-cyano-6-methyl-4-phenyl-5-(4-pyridyl)pyridine [ No CAS ]

Reference： [1]Chemistry of Heterocyclic Compounds,2002,vol. 38,p. 251 - 252

27
[ 6304-16-1 ]
1-methyl-3-(4-phenoxyphenyl)-1-(2-(4-pyridyl)-1-methylethyl)urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 2344 - 2356

28
[ 6304-16-1 ]
[ 78415-72-2 ]

Reference： [1]Heterocycles,1985,vol. 23,p. 1479 - 1482
[2]Heterocycles,1985,vol. 23,p. 1479 - 1482
[3]Journal of Medicinal Chemistry,1986,vol. 29,p. 635 - 640

29
[ 6304-16-1 ]
4-[2-(2-Fluoro-phenyl)-5-methyl-1H-imidazol-4-yl]-pyridine [ No CAS ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 3206 - 3213

30
[ 6304-16-1 ]
[ 114989-93-4 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 3206 - 3213

31
[ 6304-16-1 ]
[ 80047-27-4 ]

Reference： [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 635 - 640

32
[ 6304-16-1 ]
[ 80047-24-1 ]

Reference： [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 635 - 640

33
[ 6304-16-1 ]
[ 116228-69-4 ]

Reference： [1]Pharmazie,1989,vol. 44,p. 809 - 813

34
[ 6304-16-1 ]
[ 143755-47-9 ]

Reference： [1]Chemistry of Heterocyclic Compounds,1991,vol. 27,p. 1347 - 1352
Khimiya Geterotsiklicheskikh Soedinenii,1991,p. 1674 - 1679
[2]Chemistry of Heterocyclic Compounds,1991,vol. 27,p. 1347 - 1352
Khimiya Geterotsiklicheskikh Soedinenii,1991,p. 1674 - 1679

35
[ 6304-16-1 ]
[ 143755-48-0 ]

36
[ 6304-16-1 ]
[ 746575-75-7 ]

Reference： [1]Chemistry of Heterocyclic Compounds,1991,vol. 27,p. 1347 - 1352
Khimiya Geterotsiklicheskikh Soedinenii,1991,p. 1674 - 1679

37
[ 6304-16-1 ]
[ 143755-44-6 ]

Reference： [1]Chemistry of Heterocyclic Compounds,1991,vol. 27,p. 1347 - 1352
Khimiya Geterotsiklicheskikh Soedinenii,1991,p. 1674 - 1679

38
[ 6304-16-1 ]
[ 365532-56-5 ]

Reference： [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 924 - 939

39
[ 6304-16-1 ]
[ 101712-39-4 ]

Reference： [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 924 - 939

40
[ 6304-16-1 ]
4-Amino-2-diethylaminomethyl-6-pyridin-4-yl-phenol [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 924 - 939

41
[ 6304-16-1 ]
[ 101712-58-7 ]

Reference： [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 924 - 939

42
[ 6304-16-1 ]
[ 101712-82-7 ]

Reference： [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 924 - 939

43
[ 6304-16-1 ]
[ 101712-83-8 ]

Reference： [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 924 - 939

44
N-(2,6-dimethyl-4-oxopyridin-1-yl)pyridinium tetrafluoroborate [ No CAS ]
4-MeOC₆H₄MgHal [ No CAS ]
[ 6304-16-1 ]

Reference： [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 2458 - 2462

45
[ 6304-16-1 ]
[ 43152-31-4 ]

Reference： [1]Tetrahedron,1982,vol. 38,p. 2883 - 2888

46
[ 6304-16-1 ]
[ 85704-17-2 ]

Reference： [1]Tetrahedron,1982,vol. 38,p. 2883 - 2888

47
[ 6304-16-1 ]
[ 85704-15-0 ]

Reference： [1]Tetrahedron,1982,vol. 38,p. 2883 - 2888

48
[ 6304-16-1 ]
[ 80047-30-9 ]

Reference： [1]Synthesis,1985,p. 305 - 306

49
[ 6304-16-1 ]
[ 92138-49-3 ]

Reference： [1]Synthesis,1985,p. 305 - 306

50
[ 110-86-1 ]
[ 6304-16-1 ]

Reference： [1]Tetrahedron Letters,1984,vol. 25,p. 3297 - 3300

51
[ 21412-71-5 ]
[ 6304-16-1 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1956,vol. 600,p. 176,188
[2]Justus Liebigs Annalen der Chemie,1956,vol. 600,p. 176,188

52
[ 6304-16-1 ]
[ 351-54-2 ]
4-(3-fluoro-4-methoxyphenyl)-3-pyridyl-3-butene-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With piperidine; In toluene; for 18h;Heating / reflux;	Step 1: Preparation of 4-(3-fluoro-4-methoxylphenyl) -3-pyridyl-3-butene-2-one A solution of <strong>[6304-16-1]4-pyridylacetone</strong> (1.0 g, 7.4 mmol), 3-fluoro-p-anisaldehyde (1.25 g, 8.1 mmol), and piperidine (0.13 g, 1.5 mmol) in toluene (50 ml) was heated to reflux. After 18 hours, the reaction was cooled to room temperature and the solvent was removed under reduced pressure. The crude product (3.0 g) was purified by column chromatography (silica gel, 65:35 ethyl acetate/hexane) to give 4-(3-fluoro-4-methoxylphenyl) -3-pyridyl-3-butene-2-one as a pale yellow solid (1.60 g, 80%).

Reference： [1]Patent: US6979686,2005,B1 .Location in patent: Page/Page column 124

53
[ 6304-16-1 ]
[ 67-36-7 ]
[ 216504-30-2 ]

Yield	Reaction Conditions	Operation in experiment
66%		EXAMPLE A-11 4-[3-methyl-5-(4-phenoxyphenyl)-1H-pyrazol-4-yl]pyridine 4-Pyridylacetone (1.5 g, 12 mmol), 4-phenoxybenzoldehyde 92.1 g, 10.6 mmol), acetic acid (110 mg, 1.8 mmol), and piperidine (110 mg, 1.3 mmol) were dissolved in toluene (30 mL) and heated for 2 hours at reflux in a flask equipped with a Dean-Stark trap. The solution was cooled to room temperature and ethyl acetate was added to precipitate a solid, which was collected on a filter plate. A sample (223 mg) of this solid was heated with p-toluensulfonyl hydrazide (348 mg, 1.81 mmol) in ethylene glycol with potassium hydroxide (77 mg) at 110 C. for 0.5 hour. The work up procedure was the same as that in Example A-10. 4-[3-Methyl-5-(4-phenoxyphenyl)-1H-pyrazol-4-yl]pyridine was obtained (100 mg, 66% yield): Anal. Calc'd for C21H17N3O+0.1H2O: C, 76.62; H, 5.27; N, 12.76. Found: C, 76.37; H, 5.19; N, 12.64. MS (M+H): 328 (base peak).

Reference： [1]Patent: US6979686,2005,B1 .Location in patent: Page/Page column 129

54
[ 6304-16-1 ]
[ 100-52-7 ]
(3E)-4-phenyl-3-pyridin-4-ylbut-3-en-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With piperidine; In benzene;Heating / reflux;	Step 2: Preparation of 4-phenyl-3-(4-pyridyl)-3-butene-2-one Using the procedure of Example A-1, step 1, <strong>[6304-16-1]4-pyridylacetone</strong> (step 1) (1 g, 7.4 mmol) was condensed with benzaldehyde (790 mg, 7.4 mmol) in benzene (15 mL) containing piperidine (50 mg) at reflux. The desired 4-phenyl-3-(4-pyridyl)-3-butene-2-one (1.3 g, 78%) was obtained as a crystalline solid: m.p. 101-103 C. Anal. Calc'd for C15H13NO (223.28): C, 80.69; H, 5.87; N, 6.27. Found: C, 80.59; H, 5.79; N, 6.18.

Reference： [1]Patent: US6979686,2005,B1 .Location in patent: Page/Page column 125

55
[ 6304-16-1 ]
[ 120-57-0 ]
[ 216504-29-9 ]

Yield	Reaction Conditions	Operation in experiment
42%		EXAMPLE A-10 4-[5-(1,3-benzodioxol-5-yl)-3-methyl-1H-pyrazol-4-yl]pyridine 4-Pyridylacetone (1.5 g, 12 mmol), piperonal (1.6 g, 10.6 mmol), acetic acid (110 mg, 1.8 mmol), and piperidine (110 mg, 1.3 mmol) were dissolved in toluene (30 mL) and heated for 2 hours at reflux in a flask equipped with a Dean-Stark trap. The solution was cooled to room temperature, and ethyl acetate was added to precipitate a solid, which was collected on a filter plate (1.25 g). A sample (500 mg) of this solid was heated with p-toluensulfonyl hydrazide (348 mg, 1.81 mmol) in acetic acid (5 mL) at 80 C. for 1 hour. The reaction was heated to reflux for 1 hour. The reaction was cooled to room temperature and the solvent was evaporated. The residue was dissolved in ethyl acetate, washed with 5% aqueous potassium carbonate, and water. The organic layer was dried (MgSO4), filtered and evaporated to obtain a yellow solid. This solid was triturated with methylene chloride, yielding 4-[5-(1,3-benzodioxol-5-yl)-3-methyl-1H-pyrazol-4-yl]pyridine which was collected on a filter plate (220 mg, 42% yield). Anal. Calc'd for C16H13N3O2: C, 68.81; H, 4.69; N, 15.04. Found: C, 68.02; H, 4.54; N, 14.76. MS (M+H): 280 (base peak).

Reference： [1]Patent: US6979686,2005,B1 .Location in patent: Page/Page column 128-129

56
[ 6304-16-1 ]
[ 529-20-4 ]
[ 216529-29-2 ]

Yield	Reaction Conditions	Operation in experiment
	With piperidine; In toluene; at 20℃; for 20h;Heating / reflux;	Step 1: Preparation of 4-(2-methylphenyl)-3-(4-pyridyl)-3-butene-2-one A solution of 4-pyrridylacetone (Example A-5, step 1) (0.75 g, 5.56 mmol), o-tolualdehyde (0.73 g, 5.56 mmol) and piperidine (100 mg) in toluene (50 ml) was heated to reflux. Water generated during the reaction was removed by a Dean-Stark trap. After heating at reflux for 5 hours, the reaction mixture was stirred at room temperature for 15 hours. The mixture was concentrated to an orange color oily residue. The crude ketone was purified by chromatography to give 4-(2-methylphenyl)-3-(4-pyridyl)-3-butene-2-one: Anal. Calc'd for C16H15NO (237.30): C, 80.98; H, 6.37; N, 5.90. Found: C, 80.78; H, 6.61; N, 5.85.

Reference： [1]Patent: US6979686,2005,B1 .Location in patent: Page/Page column 126

57
[ 6304-16-1 ]
[ 120159-59-3 ]
[ 898564-24-4 ]

Yield	Reaction Conditions	Operation in experiment
55%	With piperidine; In toluene; for 18h;Heating / reflux;	Preparation 69 4-(4-((quinolin-2-yl)methoxy)phenyl)-3-(pyridin-4-yl)but-3-en-2-one A mixture of 4-((quinolin-2-yl)methoxy)benzaldehyde (2.5 g, 9.5 mmol), 1-(pyridin-4-yl)propan-2-one (1.3 g, 9.5 mmol) and piperidine (162 mg, 1.9 mmol) in toluene (50 mL) was heated at reflux for 18 h, concentrated, and the residue chromatographed on silica eluding with a gradient of ethyl acetate in hexanes giving impure title substance (2.4 g) as a yellow solid which was chromatographed again on silica eluted with 1% and 2% methanol in dichloromethane containing 0.5% concentrated ammonium hydroxide giving a 3:1 mixture of the title substance contaminated with the pyridyl starting material. Yield 2.0 g, 55%. The title substance appeared to be a 10:1 mixture of two isomers by NMR. 1H NMR (CDCl3, 400 mHz, partial) delta 2.35 (s, 3H, major isomer), 2.23 (s, 3H, minor isomer). HPLC-MS 6.09 min, m/e 381 (MH+).

Reference： [1]Patent: US2006/154931,2006,A1 .Location in patent: Page/Page column 39

58
[ 110-89-4 ]
[ 6304-16-1 ]
[ 351-54-2 ]
4-(3-fluoro-4-methoxylphenyl)-3-pyridyl-3-butene-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	In toluene;	Step 1 Preparation of 4-(3-fluoro-4-methoxylphenyl)-3-pyridyl-3-butene-2-one A solution of <strong>[6304-16-1]4-pyridylacetone</strong> (1.0 g, 7.4 mmol), 3-fluoro-p-anisaldehyde (1.25 g, 8.1 mmol), and piperidine (0.13 g, 1.5 mmol) in toluene (50 ml) was heated to reflux. After 18 hours, the reaction was cooled to room temperature and the solvent was removed under reduced pressure. The crude product (3.0 g) was purified by column chromatography (silica gel, 65:35 ethyl acetate/hexane) to give 4-(3-fluoro-4-methoxylphenyl)-3-pyridyl-3-butene-2-one as a pale yellow solid (1.60 g, 80%).

Reference： [1]Patent: US6423713,2002,B1

59
[ 110-89-4 ]
[ 6304-16-1 ]
[ 216504-29-9 ]
[ 1576-35-8 ]
[ 216504-30-2 ]

Yield	Reaction Conditions	Operation in experiment
66%	With potassium hydroxide; acetic acid; In ethylene glycol; ethyl acetate; toluene;	EXAMPLE A-11 4-Pyridylacetone (1.5 g, 12 mmol), 4-phenoxybenzoldehyde 92.1 g, 10.6 mmol), acetic acid (110 mg, 1.8 mmol), and piperidine (110 mg, 1.3 mmol) were dissolved in toluene (30 mL) and heated for 2 hours at reflux in a flask equipped with a Dean-Stark trap. The solution was cooled to room temperature and ethyl acetate was added to precipitate a solid, which was collected on a filter plate. A sample (223 mg) of this solid was heated with p-toluensulfonyl hydrazide (348 mg, 1.81 mmol) in ethylene glycol with potassium hydroxide (77 mg) at 110 C. for 0.5 hour. The work up procedure was the same as that in Example A-10. 4-[3-Methyl-5-(4-phenoxyphenyl)-1H-pyrazol-4-yl]pyridine was obtained (100 mg, 66% yield): Anal. Calc'd for C21H17H3O+0.1 H2O: C, 76.62; H, 5.27; N, 12.76. Found: C, 76.37; H, 5.19; N, 12.64. MS (M+H): 328 (base peak).

Reference： [1]Patent: US6423713,2002,B1

60
[ 216529-28-1 ]
[ 6304-16-1 ]
[ 216504-21-1 ]

Yield	Reaction Conditions	Operation in experiment
35%	With hydrazine; In ethanol;	Step 4 Preparation of 4-(3-methyl-5-phenyl-1H-pyrazol-4-yl)pyridine Using the procedure of Example A-1, step 3, a solution of 4-phenyl-3-(4-pyridyl)-3,4-epoxy-2-butanone (step 3) (250 mg, 1 mmol) in ethanol (15 ml) was treated with anhydrous hydrazine (50 mg, 1.5 mmol) and heated to reflux for 4 hours. The crude product was purified by chromatography (silica gel, 1:1 acetone/hexane). The product was recrystallized from ethyl acetate and hexane to give 4-(3-methyl-5-phenyl-1H-pyrazol-4-yl)pyridine (81 mg, 35%) as a crystalline solid: m. p. 212-214 C. Anal. Calc'd for C15H13N3 (235.29): C, 76.57; H, 5.57; N, 17.86. Found: C, 76.49; H, 5.42; N, 17.39.

Reference： [1]Patent: US6423713,2002,B1

61
[ 6304-16-1 ]
[ 354811-43-1 ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 41 2-[(Aminocarbonyl)amino]-4-methyl-5-(4-pyridyl)-3-thiophenecarboxamide Prepared by the method of Example 26 from (4-pyridyl)acetone. MS (ES) 275 (M-H)-. 1H NMR (DMSO-D6) 8.55 (2H, m), 7.2 (4H, m), 7.1 (2H, m), 2.35 (3H, s).

Reference： [1]Patent: US2002/107252,2002,A1

62
[ 110-89-4 ]
[ 14371-10-9 ]
[ 6304-16-1 ]
6-phenyl-3-(4-pvridinvl)hexa-3,5-dien-2-one [ No CAS ]
6-phenyl-3-(4-pyridinyl)hexa-3,5-dien-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With acetic acid; In toluene;	Step 1 Preparation of 6-phenyl-3-(4-pvridinvl)hexa-3,5-dien-2-one Trans-cinnamaldehyde (1.84 ml, 14.8 mmol), five drops of piperidine and five drops of acetic acid were added to a solution of 4-pyridyl acetone (2.0 g, 14.8 mmol) in toluene (25 ml). The mixture was heated to reflux for 48 hours with a Dean-Stark trap to remove water. The mixture was concentrated to give a black oil. The oil was purified by silica gel chromatography (eluted with 1:1 hexane/ethyl acetate). The desired fractions were collected, combined and concentrated to give 6-phenyl-3-(4-pyridinyl)hexa-3,5-dien-2-one (628 mg). The ketone was further purified by an additional column chromatography on silica gel (eluding with hexane-ethyl acetate-methylene chloride-methanol (1:1:2:0.12)) (380 mg, 27.3%): Anal. Calc'd for C17 H15 NO 0.4 H2 O: C, 79.91; H, 5.84; N, 5.48. Found: C, 79.72; H, 5.91; N, 5.25. MS (M+H+): 250.

Reference： [1]Patent: US6087381,2000,A

63
1-acetyl-4-(acetylmethylidene)-1,4-dihydropyridine [ No CAS ]
[ 6304-16-1 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol;	EXAMPLE 2 1-(4-pyridinyl)-2-propanone. To 20 g of 1-acetyl-4(acetylmethylidene)-1,4-dihydropyridine was added 30 ml ethanol and the mixture refluxed 4 to 8 hours. Upon removal of solvent, 15 g of 1-(4-pyridinyl)-2-propanone was obtained as a light yellow oil.

Reference： [1]Patent: US4681944,1987,A

64
[ 108-89-4 ]
[ 75-36-5 ]
[ 6304-16-1 ]

Yield	Reaction Conditions	Operation in experiment
74.3%		In a 1000mL three-neck flask,Added 4-methylpyridine 93.0g (1.0mol), chloroform 500mL,In an ice water bath, 80.0 g (1.0 mol) of acetyl chloride was added dropwise at a controlled temperature of 35C.After completion of the addition, the temperature was raised to 30C and the reaction was continued for 2 hours. After completion of the reaction, an aqueous saturated sodium carbonate solution was added dropwise to the system under ice-cooling to adjust the pH to 5-7, and then 133.4 g (1 mol of sodium hydroxide) of 30 wt% sodium hydroxide solution was added and the reaction was stirred at 30C for 2 hr. Reaction is completed, stratification, removal of water layer,Drying with anhydrous sodium sulfate, After recovering the solvent, vacuum distillation was performed to collect 100.3 g of a fraction of 100-105C/200kPa.That is 1-(4-pyridyl)-2-propanone,HPLC: 98.4%, yield 74.3%.
	With acetic anhydride; In ethanol; dichloromethane; toluene;	EXAMPLE 3 1-(4-pyridinyl)-2-propanone To 10 g of 4-methylpyridine and 32.75 g acetic anhydride, maintained at room temperature, was added 1 ml of acetyl chloride, dropwise over 5-10 min. The solution was then warmed to 50 C. for 6-16 hours. The black reaction mixture was then cooled to 0 C. and 100 mls of ethanol, was added dropwise. The reaction mixture was stirred for 1 hour after the addition, then refluxed for 4-12 hours. The alcohol was removed under reduced pressure and the residue taken up in 100-150 ml methylene chloride. The methylene chloride was washed 2 times with saturated 50 ml portions of sodium carbonate solution then dried over sodium sulfate and evaporated under reduced pressure. Toluene was added to the residue and the excess 4-methylpyridine removed by azeotropic distillation under reduced pressure. Yield: 4.3 gm of 4-pyridinyl-2-propanone. Use of anhydrous H2 SO4 as catalyst in place of acetyl chloride, entails a similar procedure to that described above. However, only about 5 drops of such acid are normally required.
		In a 1000 ml flask, 145 g of 4-picoline and 400 ml of chloroform as a solvent were charged and 98 g of acetyl chloride was added dropwise at 0 C. After stirring overnight, 100 g of 20% aqueous solution of sodium hydroxide was added dropwise and aged at room temperature. Then, liquid separation was carried out and obtained organic layer was distilled to obtain 4-pyridylacetone. Next, 100 g of the compound obtained, 300 g of water and 15 g of 5% rhodium-activated carbon catalyst were placed in an autoclave and reacted at hydrogen pressure of 5 MPa. After completion of the reaction, the catalyst was filtered and concentrated to give 4-(2-hydroxypropyl)piperidine (Exemplary Compound 2).

Reference： [1]Patent: CN104387320,2018,B .Location in patent: Paragraph 0048; 0052; 0056; 0059; 0060; 0064
[2]Patent: US4681944,1987,A
[3]Patent: JP5919803,2016,B2 .Location in patent: Paragraph 0054
[4]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 4488 - 4492

65
[ 6304-16-1 ]
[ 14294-11-2 ]
4-Methyl-2-(pyridin-2-ylamino)-5-(pyridin-4-yl)thiazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 9 4-Methyl-2-(2-pyridylamino)-5-(4-pyridyl)thiazole (1.1 g) was obtained according to substantially the same manner as that of Example 6 from 1-(4-pyridyl)-2-propanone (1.35 g) and N-(2-pyridyl)thiourea (1.53 g). mp 235-238 C. (dec.) IR (Nujol): 3150, 1610, 1590, 1520, 1475, 1400, 1295, 1215, 1150, 995, 825 cm-1 NMR (D2 O+DCl, delta) 2.70 (3H, s), 7.2-7.6 (2H, m), 7.9-8.5 (4H, m), 8.6-9.0 (2H, m)

Reference： [1]Patent: US4649146,1987,A

66
[ 6304-16-1 ]
[ 14596-51-1 ]
2-(3,4-dimethoxybenzylamino)-4-methyl-5-(pyridin-4-yl)thiazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 10 2-(3,4-dimethoxybenzylamino)-4-methyl-5-(4-pyridyl)thiazole (1.3 g) was obtained according to substantially the same manner as that of Example 6 from 1-(4-pyridyl)-2-propanone (1.35 g) and N-(3,4-dimethoxybenzyl)thiourea (2.26 g). mp 134-135 C. IR (Nujol): 3180, 3050, 1585, 1550, 1518, 1428, 1410, 1330, 1305, 1255, 1235, 1142 cm-1 NMR (D2 O+DCl, delta): 3.71 (3H, s), 3.90 (3H, s), 3.96 (3H, s), 4.68 (2H, s), 7.0-7.3 (3H, s), 8.0-8.3 (2H, m), 8.8-9.1 (2H, m)

Reference： [1]Patent: US4649146,1987,A

67
[ 6304-16-1 ]
[ 637-98-9 ]
2-hydroxy-4-methyl-5-(pyridin-4-yl)thiazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sulfuryl dichloride; In ethanol; dichloromethane; water; ethyl acetate;	EXAMPLE 35 A solution of sulfuryl chloride (6.75 g) in methylene chloride (5 ml) was added to a solution of 1-(4-pyridyl)-2-propanone (6.75 g) in methylene chloride (50 ml) at 20 C. to 37 C. with stirring and the mixture was further stirred at 30 C. to 35 C. for an hour. The reaction mixture was evaporated in vacuo. To the residue was added a solution of ethyl thiocarbamate (7.4 g) in ethanol (80 ml) and the resulting mixture was refluxed with stirring for 5 hours. The reaction mixture was evaporated in vacuo and the residue was dissolved in a mixture of water and ethyl acetate. The resulting mixture was acidified to pH 0.6 with 10% hydrochloric acid and the layers were separated. The separated aqueous layer was adjusted to pH 7.5 with 20% aqueous potassium carbonate and extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate and concentrated in vacuo to give a precipitate, which was washed with diisopropyl ether to afford 2-hydroxy-4-methyl-5-(4-pyridyl)thiazole (0.2 g). mp 266-267 C. (dec.) IR (Nujol): 1670, 1600, 1580 cm-1 NMR (DMSO-d6, delta): 2.23 (3H, s), 7.28 (2H, dd, J=2, 4 Hz), 8.55 (2H, dd, J=2, 4 Hz), 11.58 (1H, br s)

Reference： [1]Patent: US4649146,1987,A

68
[ 6304-16-1 ]
N-ethyl-thiourea [ No CAS ]
2-Ethylamino-4-methyl-5-(pyridin-4-yl)thiazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 8 2-Ethylamino-4-methyl-5-(4-pyridyl)thiazole (1.5 g) was obtained according to substantially the same manner as that of Example 6 from 1-(4-pyridyl)-2-propanone (2.0 g) and N-ethylthiourea (1.87 g). mp 129-131 C. IR (Nujol): 3200, 3100, 1600, 1580, 1545, 1525, 1410, 1330, 1310, 985, 808 cm-1 NMR (D2 O+DCl, delta): 1.42 (3H, t, J=7 Hz), 2.66 (3H, s), 3.58 (2H, q, J=7 Hz), 8.0-8.3 (2H, m), 8.7-9.1 (2H, m)

Reference： [1]Patent: US4649146,1987,A

69
[ 6304-16-1 ]
[ 103-85-5 ]
2-anilino-4-methyl-5-(pyridin-4-yl)-thiazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sulfuryl dichloride; In dichloromethane; ISOPROPYLAMIDE; water; ethyl acetate;	EXAMPLE 4 A solution of sulfuryl chloride (5.4 g) in methylene chloride (5 ml) was added to a solution of 1-(4-pyridyl)-2-propanone (5.4 g) in methylene chloride (50 ml) at 20 C. to 37 C. with stirring and the mixture was stirred at 30 C. to 35 C. for 30 minutes. The reaction mixture was evaporated in vacuo and the residue was dissolved in dimethylacetamide (20 ml). To the resulting solution was added N-phenylthiourea (11 g) and stirred at ambient temperature for 4 hours. The reaction mixture was poured into a mixture of water and ethyl acetate and the resulting mixture was acidified to pH 0.6 with 10% hydrochloric acid. The separated aqueous layer was adjusted to pH 7.5 with 20% aqueous potassium carbonate and extracted with ethyl acetate. The extract was washed with brine and dried over magnesium sulfate. The solvent was removed in vacuo to give a crystalline residue, which was recrystallized from a mixture of ethyl acetate and diethyl ether to afford 2-anilino-4-methyl-5-(4-pyridyl)-thiazole (0.94 g). mp 168-170 C. IR (Nujol): 3250, 3200, 1630, 1600, 1570, 1535, 1510 cm-1 NMR (DMSO-d6, delta): 2.42 (3H, s), 6.83-7.8 (5H, m), 7.36 (1H, dd, J=2, 4 Hz), 8.53 (1H, dd, J=2, 4 Hz), 10.37 (1H, s)

Reference： [1]Patent: US4649146,1987,A

70
[ 6304-16-1 ]
[ 4786-20-3 ]
4-acetyl-3-methyl-4-(4-pyridinyl)butanenitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium methylate; acetic acid; In methanol; dichloromethane;	A-2. 4-Acetyl-3-methyl-4-(4-pyridinyl)butanenitrile To a stirred mixture mixture containing 59.6 g of 1-(4-pyridinyl)propanone and 100 ml of crotononitrile was added a solution of sodium methoxide in methanol obtained by adding 1 pellet of sodium shot to 20 ml of methanol. The reaction mixture was heated on a steam bath with stirring. After about 5 minutes, there was an exothermic reaction which raised the reaction temperature to 100 C. The resulting mixture was allowed to cool to room temperature and stand overnight (about 16 hours). To the reaction was added 100 ml of 10% acetic acid and 300 ml of methylene dichloride; and, the mixture was shaken well. The layers were separated and the methylene dichloride layer was dried over anhydrous magnesium sulfate and filtered. The methylene dichloride was distilled off in vacuo and the residual oil was distilled under vacuum using a small column to produce 85.0 g of 4-acetyl-3-methyl-4-(4-pyridinyl)butanenitrile, b.p. 130-135 C. at 0.05 mm.

Reference： [1]Patent: US4431651,1984,A

71
[ 6304-16-1 ]
ethyl 4-acetyl-3-methyl-4-(4-pyridinyl)butanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-benzyl-trimethylammonium hydroxide; In methanol;	B-1. Ethyl 4-Acetyl-3-methyl-4-(4-pyridinyl)butanoate A mixture containing 13.5 g of 1-(4-pyridinyl)-2-propanone, 20 ml of ethyl crotonates and 0.5 ml of Triton B (a 40% solution of benzyltrimethylammonium hydroxide in methanol) was heated on a steam bath for 2 hours, allowed to cool to room temperature and to stand overnight. There was thus obtained as an oil a mixture containing as a major portion thereof ethyl 4-acetyl-3-methyl-4-(4-pyridinyl)butanoate, which was identified by its mass spectrum. This material was used in the next step without further purification.

Reference： [1]Patent: US4431651,1984,A

72
[ 6304-16-1 ]
[ 65920-88-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium borohydrid; In methanol;	Preparation of 4-(2'-hydroxypropyl)-piperidine To a stirred solution of 4-(2'-oxopropyl)-pyridine (13.7 g) in methanol (135 ml), sodium borohydride (3.0 g) was added in portions. After stirring for 2 hours, the mixture was taken to dryness in vacuo. The residue was distributed between ethyl acetate and a minimum of water sufficient to dissolve inorganic salts. The organic phase was dried and evaporated to yield 4-(2'-hydroxypropyl)-pyridine as a colourless oil.

Reference： [1]Patent: US4229443,1980,A

73
[ 6304-16-1 ]
[ 622-88-8 ]
[ 1202766-25-3 ]

Yield	Reaction Conditions	Operation in experiment
		<strong>[6304-16-1]4-pyridylacetone</strong> (2.69g, 0.02 mmol)) and 4-bromophenylhydrazine hydrochloride (4.66g, 0.021 mmol) in 20 ml of n-propanol were heated. Cone. Sulfuric acid (2.92g) was added slowly to the mixture. The reaction was heated to reflux for 14 hr. After cooling, the solution was carefully quenched into sodium bicarbonate solution. Solids were collected by filtration and washed with water to give 5-bromo-2-methyl-3-(pyridin-4-yl)-lH-indole (5.65g, 99% yield on crude, -78% pure by HPLC). A Ig portion was suspended in hot ethyl acetate (40ml). Filtration of the hot suspension afforded 0.3g of analytically pure 5-bromo-2-methyl-3- (pyridin-4-yl)-lH-indole A.143: Mp 248.1 0C; 1H NMR (400 MHz, DMSO-d6) delta 1 1.66 (s, IH); 8.602 (dd, J=4.4, 1.6 Hz, IH); 7.737 (d, J=2 Hz, IH); 7.491 (dd, J=4.8, 1.6 Hz, IH); 7.350 (d, J=8.4 Hz, IH); 7.228 (dd, J=8.4, 2 Hz, IH); 2.529 (s, 3H) ppm; Mass Spectrum (ESI) m/e = 287 [M+l (79Br)] and 289 [M+l (81Br)]; CHN Found: 58.63%C; 3.99%H; 9.75%N; 27.70% Br Theory 58.56 %C; 3.86% H; 9.76% N; 27.83% Br.

Reference： [1]Patent: WO2009/158011,2009,A1 .Location in patent: Page/Page column 82

74
[ 6304-16-1 ]
[ 1202801-26-0 ]

Reference： [1]Journal of Medicinal Chemistry,2010,vol. 53,p. 787 - 797

75
[ 1202801-25-9 ]
[ 75-16-1 ]
[ 6304-16-1 ]

Yield	Reaction Conditions	Operation in experiment
51%	In tetrahydrofuran; at 0 - 20℃; for 16h;Inert atmosphere;	To a 250-mL 3-necked round- bottom flask purged and maintained with an inert atmosphere of argon, was added THF (70 mL) and N-methoxy-N-methyl-2-(pyridin-4-yl)acetamide (7.0 g, 0.039 mol, 1.0 equiv). The mixture was cooled to 0 C and CH3MgBr (3M in THF, 65 mL, 5.0 equiv) was added dropwise. The resulting solution was warmed to ambient temperature and stirred for 16 h. The reaction mixture was cooled to 0 C and quenched by the addition of saturated NH4C1 (aq, 100 mL). The resulting solution was extracted with EtOAc (3x200 mL). The organic layers were combined, dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude was purified by flash chromatography (silica gel, CH2C12/CH30H (20: 1)) to yield 2.7 g (51%) of the title compound as yellow oil. 1H-NMR (400 MHz,CDCl3): delta ppm 8.58 (m, 2H), 7.17 (d, J = 0.4 Hz, 2H), 3.75 (s, 2H), 2.24 (s, 3H).

Reference： [1]Journal of Medicinal Chemistry,2010,vol. 53,p. 787 - 797
[2]Patent: WO2014/205223,2014,A1 .Location in patent: Paragraph 0159-0160

76
[ 6304-16-1 ]
[ 629-04-9 ]
[ 1240659-48-6 ]

Reference： [1]Organic Letters,2010,vol. 12,p. 3736 - 3739

77
[ 6304-16-1 ]
[ 1437769-26-0 ]

Reference： [1]Tetrahedron Letters,2013,vol. 54,p. 3194 - 3198

78
[ 6304-16-1 ]
[ 358-23-6 ]
C₉H₈F₃NO₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With caesium carbonate; In 1,2-dimethoxyethane; at 20℃; for 5h;Inert atmosphere;	General procedure: Cs2CO3 (652 mg, 2.0 mmol) was added to a solution of skeleton 2 or 5 (1.0 mmol) in dimethoxyethane (DME, 10 mL) at rt. Then triflic anhydride (Tf2O, 290 mg, 1.03 mmol) was slowly added to the reaction mixture. The reaction mixture was stirred at rt for 5 h. The reaction was traced by TLC until skeleton 2 or 5 was consumed. Next, Pd(OAc)2 (34 mg, 0.15 mmol) and racemic BINAP (100 mg, 0.16 mmol) were added to the stirred solution at rt for 10 min. Then NaNO2 (280 mg, 5.0 mmol) and TBAB (322 mg, 1.0 mmol) were added to the reaction mixture. The reaction mixture was stirred at reflux for 5 h. The reaction mixture was cooled to rt. NH4Cl (aq) (1 N, 5 mL) was added to the reaction mixture and the solvent was concentrated. The residue was diluted with water (10 mL) and the mixture wasextracted with EtOAc (3 x 20 mL). The combined organic layers were washed with brine, dried, filtered and evaporated to afford crude product. Purification on silica gel (hexanes/EtOAc = 20/1~6/1) afforded skeleton 4 or 6.

Reference： [1]Tetrahedron Letters,2013,vol. 54,p. 3194 - 3198

79
[ 6304-16-1 ]
[Ru(2,2′;6′,2″-terpyridine)(4,4′-di-tert-butyl-2,2′-bipyridine)(OH₂)][tetrafluoroborate]₂ [ No CAS ]
[Ru(2,2′;6′,2″-terpyridine)(4,4′-di-tert-butyl-2,2′-bipyridine)(1-(4-pyridinyl)propan-2-one)][tetrafluoroborate]₂ [ No CAS ]

Reference： [1]Inorganic Chemistry,2013,vol. 52,p. 6752 - 6764

80
4-hydroxy-3-(pyridin-4-yl)pent-3-en-2-one [ No CAS ]
[ 6304-16-1 ]

Reference： [1]Inorganic Chemistry,2013,vol. 52,p. 6752 - 6764

81
[ 6304-16-1 ]
[ 4637-24-5 ]
[ 78504-61-7 ]

Reference： [1]Journal of labelled compounds and radiopharmaceuticals,1985,vol. 22,p. 197 - 200
[2]ACS Medicinal Chemistry Letters,2014,vol. 5,p. 754 - 759
[3]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 4488 - 4492

82
[ 6304-16-1 ]
4-methyl-5-(pyridin-4-yl)pyrimidin-2-amine [ No CAS ]

Reference： [1]ACS Medicinal Chemistry Letters,2014,vol. 5,p. 754 - 759

83
[ 6304-16-1 ]
[ 4637-24-5 ]
E-4-dimethylamino-3-pyridin-4-yl-but-3-en-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In 1,4-dioxane; at 110℃; for 1.5h;Sealed tube; Microwave irradiation;	A solution of l-<strong>[6304-16-1]pyridin-4-yl-propan-2-one</strong> (1.9 g, 14 mmol) and DMF-DMA (5 g, 42 mmol) in dioxane (10 mL) was sealed and stirred under microwave radiation at 110 C for 1.5 hours. The resulting mixture was concentrated to give crude E-4-dimethylamino-3-pyridin-4-yl- but-3-en-2-one (2.66 g) which was used in the next step directly.

Reference： [1]Patent: WO2014/154723,2014,A1 .Location in patent: Page/Page column 56

84
[ 6304-16-1 ]
3-methyl-4-pyridin-4-yl-1H-pyrrole-2-carboxylic acid ethyl ester [ No CAS ]

Reference： [1]Patent: WO2014/154723,2014,A1
[2]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 4488 - 4492

85
[ 6304-16-1 ]
3-methyl-4-pyridin-4-yl-1H-pyrrole-2-carboxylic acid [ No CAS ]

Reference： [1]Patent: WO2014/154723,2014,A1
[2]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 4488 - 4492

86
[ 6304-16-1 ]
3-methyl-4-pyridin-4-yl-1H-pyrrole-2-carboxylic acid amide [ No CAS ]

Reference： [1]Patent: WO2014/154723,2014,A1
[2]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 4488 - 4492

87
[ 6304-16-1 ]
[ 7757-39-3 ]

Reference： [1]Chemical Communications,2016,vol. 52,p. 489 - 492

88
[ 6304-16-1 ]
[ 872-85-5 ]

Reference： [1]Chemical Communications,2016,vol. 52,p. 489 - 492

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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
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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. 6304-16-1 ] {[proInfo.proName]}

Quality Control of [ 6304-16-1 ]

Related Doc. of [ 6304-16-1 ]

Product Details of [ 6304-16-1 ]

Calculated chemistry of [ 6304-16-1 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 6304-16-1 ]

Application In Synthesis of [ 6304-16-1 ]

[ 6304-16-1 ] Synthesis Path-Upstream 1~1

[ 6304-16-1 ] Synthesis Path-Downstream 1~88

Similar Product of [ 6304-16-1 ]

Related Functional Groups of [ 6304-16-1 ]

Ketones

Related Parent Nucleus of [ 6304-16-1 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

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[ 6304-16-1 ]

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[ 6304-16-1 ]

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[ 6304-16-1 ]