Water → 4-{[(6-Amino-3,5-dicyano-4-phenylpyridin-2-yl)sulfanyl]methyl}-N-methylpyridine-2-carboxamide

HRID 1500107Notes

Reaction equation

HRID 1500107 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:5]([C:16]#[N:17])=[C:4]([SH:18])[N:3]=1.Cl.Cl[CH2:21][C:22]1[CH:27]=[CH:26][N:25]=[C:24]([C:28]([NH:30][CH3:31])=[O:29])[CH:23]=1.C(=O)(O)[O-].[Na+].O>CN(C=O)C>[NH2:1][C:2]1[N:3]=[C:4]([S:18][CH2:21][C:22]2[CH:27]=[CH:26][N:25]=[C:24]([C:28]([NH:30][CH3:31])=[O:29])[CH:23]=2)[C:5]([C:16]#[N:17])=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]=1[C:8]#[N:9]

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 666315804-(chloromethyl)-N-methylpyridine-2-carboxamide hydrochlorideHCID 178510474HCID 178510474, compound

Product 1

HCID 565920084-{[(6-Amino-3,5-dicyano-4-phenylpyridin-2-yl)sulfanyl]methyl}-N-methylpyridine-2-carboxamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1 g (3.96 mmol) of 2-amino-4-phenyl-6-sulphanylpyridine-3,5-dicarbonitrile, 0.96 g (4.36 mmol) of 4-(chloromethyl)-N-methylpyridine-2-carboxamide hydrochloride and 1.33 g (15.84 mmol) of sodium bicarbonate are dissolved in 20 ml of DMF and stirred at RT for 2 h. 500 ml of water are added to the reaction mixture. The precipitate is filtered off and washed with water.

Workup

  1. filtrationThe precipitate is filtered off
  2. washwashed with water

Sources & evidence

ORD record
ord-7c57f06782524b1285dae4b22a0b2cdc
Source dataset
uspto-grants-2015_12
Patent number
US09205077B2

Reaction notes

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