Dimethylformamide → HCID 118148701, compound

HRID 2201349Notes

Reaction equation

HRID 2201349 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[C:17](Cl)=[N:18][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:20][CH:21]=2)=[O:15])=[CH:11][C:10]([C:27]([F:30])([F:29])[F:28])=[CH:9][N:8]=1.CN(C=O)C.C1COCC1>O>[CH3:5][NH:6][C:7]1[C:12]([NH:13][C:14]([C:16]2[C:17]([S:4][CH2:2][CH3:3])=[N:18][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:20][CH:21]=2)=[O:15])=[CH:11][C:10]([C:27]([F:30])([F:29])[F:28])=[CH:9][N:8]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8028TetrahydrofuranHCID 45051917Sodium ethanethiolHCID 118148694HCID 118148694, compound

Product 1

HCID 118148701HCID 118148701, compoundYield 81.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

256 mg of ethyl mercaptan sodium salt (80%) was added to a mixture of 810 mg of 2-chloro-6-trifluoromethylpyridine-3-carboxylic acid (2-methylamino-5-trifluoromethylpyridin-3-yl)-amide, 4 ml of DMF and 1 ml of THF 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 705 mg of 2-ethylsulfanyl-6-trifluoromethylpyridine-3-carboxylic acid (2-methylamino-5-trifluoromethylpyridin-3-yl)-amide. 2-Ethylsulfanyl-6-trifluoromethylpyridine-3-carboxylic acid (2-methylamino-5-trifluoromethylpyridin-3-yl)-amide

Workup

  1. filtrationthe precipitated solid was filtered
  2. washThe resulting solid was washed with water and n-hexane
  3. customdried

Sources & evidence

ORD record
ord-9424a2c4db924c54a8f353e28795775f
Source dataset
uspto-grants-2016_06
Patent number
US09364000B2

Reaction notes

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