Dimethylformamide → HCID 118148703, compound

HRID 2201357Notes

Reaction equation

HRID 2201357 reaction equation
[Na].[CH2:2]([SH:4])[CH3:3].[CH3:5][NH:6][C:7]1[C:12]([NH:13][C:14]([C:16]2[CH:17]=[N:18][CH:19]=[CH:20][C:21]=2Cl)=[O:15])=[CH:11][C:10]([C:23]([F:26])([F:25])[F:24])=[CH:9][N:8]=1.CN(C=O)C>O>[CH3:5][NH:6][C:7]1[C:12]([NH:13][C:14]([C:16]2[CH:17]=[N:18][CH:19]=[CH:20][C:21]=2[S:4][CH2:2][CH3:3])=[O:15])=[CH:11][C:10]([C:23]([F:26])([F:25])[F:24])=[CH:9][N:8]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 45051917Sodium ethanethiolHCID 118148702HCID 118148702, compound

Product 1

HCID 118148703HCID 118148703, compoundYield 78.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

289 mg of ethyl mercaptan sodium salt (80%) was added to a mixture of 828 mg of 4-chloropyridine-3-carboxylic acid (2-methylamino-5-trifluoromethylpyridin-3-yl)-amide and 4 ml of DMF was added under ice cooling, then the mixture was heated to room temperature, and stirred for 3 hours. Water was poured to the reaction mixture, and the precipitated solid was filtered. The resulting solid was washed with water and n-hexane and then dried to obtain 700 mg of 4-ethylsulfanylpyridine-3-carboxylic acid (2-methylamino-5-trifluoromethylpyridin-3-yl)-amide. 4-Ethylsulfanylpyridine-3-carboxylic acid (2-methylamino-5-trifluoromethylpyridin-3-yl)-amide

Workup

  1. additionwas added under ice cooling
  2. filtrationthe precipitated solid was filtered
  3. washThe resulting solid was washed with water and n-hexane
  4. customdried

Sources & evidence

ORD record
ord-11e3ba704000416c865daad62d4e8f91
Source dataset
uspto-grants-2016_06
Patent number
US09364000B2

Reaction notes

Loading…