3-Cyanopyridine,3-Cyanopyridine

Cat.NO.:A1464560,A413110,A1464560,A413110 Purity:99+%,98%,99+%,98%

Product Details of 3-Cyanopyridine

CAS No. :	100-54-9
Formula :	C₆H₄N₂
M.W :	104.11
SMILES Code :	N#CC1=CN=CC=C1
MDL No. :	MFCD00006372
InChI Key :	GZPHSAQLYPIAIN-UHFFFAOYSA-N
Pubchem ID :	79

Safety of 3-Cyanopyridine

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H412
Precautionary Statements:	P501-P273-P270-P264-P280-P337+P313-P305+P351+P338-P302+P352-P332+P313-P362-P301+P312+P330

Application In Synthesis of 3-Cyanopyridine

* 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 [ 100-54-9 ]
Downstream synthetic route of [ 100-54-9 ]

[ 100-54-9 ] Synthesis Path-Upstream 1~1

1
[ 100-54-9 ]
[ 13600-43-6 ]
[ 216431-85-5 ]

References:

[1] Journal of the American Chemical Society, 2016, vol. 138, # 19, p. 6103 – 6106.

[ 100-54-9 ] Synthesis Path-Downstream 1~17

1
[ 100-54-9 ]
[ 26163-07-5 ]
6-dimethylamino-3-pyridyl 3-pyridyl ketone [ No CAS ]

References: [1]Magnetic Resonance in Chemistry,1986,vol. 24,p. 897 – 899.

2
[ 100-54-9 ]
[ 6608-47-5 ]
[ 65520-09-4 ]
[ 94129-22-3 ]
Nicotinonitrile; compound with ethenesulfonic acid [ No CAS ]

References: [1]Canadian Journal of Chemistry,1984,vol. 62,p. 1977 – 1995.

3
[ 100-54-9 ]
[ 6608-47-5 ]
[ 94129-05-2 ]
[ 58928-02-2 ]

References: [1]Canadian Journal of Chemistry,1984,vol. 62,p. 1977 – 1995.

4
[ 100-54-9 ]
[ 6608-47-5 ]
[ 94129-02-9 ]
[ 58928-00-0 ]

References: [1]Canadian Journal of Chemistry,1984,vol. 62,p. 1977 – 1995.

5
(E/Z)-N-(3-Cyanopropyliden)asparaginsaeuredinitril [ No CAS ]
[ 100-70-9 ]
[ 100-54-9 ]
[ 26187-27-9 ]
[ 7126-38-7 ]

References: [1]Helvetica Chimica Acta,1994,vol. 77,p. 2209 – 2250.
[2]Helvetica Chimica Acta,1994,vol. 77,p. 2209 – 2250.

6
(E/Z)-N-(3-Cyanopropyliden)asparaginsaeuredinitril [ No CAS ]
[ 100-70-9 ]
[ 100-54-9 ]
[ 26187-27-9 ]
[ 7126-38-7 ]
[ 23974-91-6 ]

References: [1]Helvetica Chimica Acta,1994,vol. 77,p. 2209 – 2250.

7
[ 494-52-0 ]
[ 110-86-1 ]
[ 100-70-9 ]
[ 100-54-9 ]

References: [1]Chemistry of Natural Compounds,1999,vol. 35,p. 656 – 658.

8
[ 100-54-9 ]
[ 131818-17-2 ]
[ 147696-69-3 ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2002,vol. 12,p. 341 – 344.

9
[ 100-54-9 ]
[ 54109-16-9 ]
3-[5-(2-trifluoromethyl-phenyl)-1H-imidazol-2-yl]-pyridine [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 3593 – 3596.

10
[ 100-54-9 ]
[ 51012-64-7 ]
3-(5-m-tolyl-1H-imidazol-2-yl)-pyridine [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 3593 – 3596.

11
[ 100-54-9 ]
[ 917-54-4 ]
[ 99980-40-2 ]

Yield	Reaction Conditions	Operation in experiment
		Synthesis of XLVI:Cerium chloride (35.5 g, 144 mmol) was added to dry THF (250 mL). The reaction mixturewas stirred at room temperature for 2 h under a nitrogen atmosphere to allow the cerium chloride to form a suspension in the THF solution. This was cooled to -78C and then a 1.6 M methyl lithium solution in THF (48 mL, 144 mmol) was added. The reaction mixture was stirred for 30 minutes maintaining the same temperature and then a solution of 3-cyanopyridine (XLV, 5 g, 48 mmol) in THF (50 mL) was added through a cannula. The reaction mixture wasallowed to warm to room temperature and stirring continued for 12 h. The reaction mixture was diluted with a saturated aqueous solution of ammonium acetate solution and the stirring continued for a further 1 h at room temperature. The reaction mixture was filtered through a celite bed, concentrated and diluted with water. The resulting aqueous layer was extracted with ethyl acetate and the organic layer was dried (anhydrous Na2SO4), filtered and evaporatedunder reduced pressure to obtain the crude compound 2-(pyridin-3-yl)propan-2-amine (XLVI;2.0 g crude). MS (M+1): 137. The crude material was carried forward to the next step withoutpurification.

References: [1]ACS Medicinal Chemistry Letters,2014,vol. 5,p. 373 – 377.
[2]Journal of Medicinal Chemistry,2007,vol. 50,p. 3730 – 3742.
[3]Patent: WO2015/97121,2015,A1 .Location in patent: Page/Page column 116.

12
[ 100-54-9 ]
[ 216431-85-5 ]

References: [1]Journal of Organic Chemistry,2007,vol. 72,p. 5574 – 5580.

13
[ 100-54-9 ]
Cyclohexylmagnesium-halogenid [ No CAS ]
[ 4673-31-8 ]

References: [1]Journal of Pharmaceutical Sciences,1980,vol. 69,p. 850 – 851.

14
[ 100-54-9 ]
[ 30718-17-3 ]
[ 51746-85-1 ]

Yield	Reaction Conditions	Operation in experiment
		In accordance with the procedure of Example 3, 3-cyanopyridine is reacted with trimethylsilylmethyl isocyanide to yield 4(5)-(3-pyridyl)imidazole.

References: [1]Patent: US2005/101785,2005,A1 .Location in patent: Page/Page column 6.

15
[ 100-54-9 ]
[ 123843-65-2 ]
[ 1184508-52-8 ]

Yield	Reaction Conditions	Operation in experiment
26%	With Pd(2+)*2C5F9O2(1-); trifluoroacetic acid; 6-methyl-2,2′-bipyridine; In tetrahydrofuran; water; at 130℃; for 1h;Microwave irradiation;	General procedure: A 2 mL microwave vialwas charged with 6-methyl-2,2′-bipyridine (16.3 mg, 0.096 mmol), Pd(O2CCF3)2(26.6 mg, 0.08 mmol) and 500 muL THF. After stirring at room temperature for 5minutes, <strong>[123843-65-2]2,6-difluoro-4-methoxybenzoic acid</strong> (188.1 mg, 1 mmol), nitrile (5mmol), water (50 muL) and TFA (77 muL, 1 mmol) were added and the mixture heated inthe microwave for 1 hour at 130 C. Themixture was diluted with DCM (15 mL) and 0.1 M NaOH (15 mL), the phases wereseparated and extracted with DCM (2 ×15 mL), dried with Na2SO4, filtered and concentratedunder reduced pressure. Purification by flash chromatography afforded ketones 3p,3x or 3ac in the yields statedin Table 3.

References: [1]Tetrahedron Letters,2014,vol. 55,p. 2376 – 2380.

16
[ 100-54-9 ]
[ 13600-43-6 ]
[ 216431-85-5 ]

References: [1]Journal of the American Chemical Society,2016,vol. 138,p. 6103 – 6106.

17
[ 100-54-9 ]
[ 7579-20-6 ]
2-(pyridin-3-yl)pyrido[3,4-d]pyrimidin-4(3H)-one dihydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
57 mg		A mixture of 3-aminopyridine-4-carboxylic acid (137 mg, 1.0 mmol), nicotinonitrile (125 mg, 1.2 mmol), sodium methoxide (54 mg, 0.25 mmol) in methanol (6 mL) was heated at reflux for 3 days. The mixture was concentrated and dissolved into dimethylformamide and purified by reverse phase-HPLC to give the desired product that was converted to an HCl salt (57 mg) using 4N HCl in dioxane. LC/MS: RT = 1.86 minutes, purity > 95percent, (M+l)+ = 224.98.

References: [1]Patent: WO2018/118791,2018,A2 .Location in patent: Paragraph 0192.

Details

Reviews

There are no reviews yet.

Be the first to review “3-Cyanopyridine,3-Cyanopyridine”

Products

3-Cyanopyridine,3-Cyanopyridine

Product Details of 3-Cyanopyridine

Safety of 3-Cyanopyridine

Application In Synthesis of 3-Cyanopyridine

[ 100-54-9 ] Synthesis Path-Upstream 1~1

[ 100-54-9 ] Synthesis Path-Downstream 1~17

Details

Reviews

3-Ethynylpyrazin-2-amine

Nicotinyl alcohol

Quick Links

Support Links

Locations