Dimethylformamide → 3-ethylsulfanyl-N-(5-trifluoromethylpyridin-2-yl)picolinamide

HRID 713638Notes

Reaction equation

[CH2:1]([S-:3])[CH3:2].[Na+].Cl[C:6]1[C:7]([C:12]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][N:16]=2)=[O:13])=[N:8][CH:9]=[CH:10][CH:11]=1.CN(C=O)C>O>[CH2:1]([S:3][C:6]1[C:7]([C:12]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:22])([F:24])[F:23])=[CH:17][N:16]=2)=[O:13])=[N:8][CH:9]=[CH:10][CH:11]=1)[CH3:2]

Participants

Conditions

Temperature: 60 °C

Procedure

0.33 g of sodium ethanethiolate was added to a mixture of 0.45 g of 3-chloro-N-(5-trifluoromethylpyridin-2-yl)picolinamide and 3 mL of DMF, and the mixture was stirred at 60° C. for 2 hours. Water was poured to the reaction mixture cooled to room temperature, and the precipitated solid was taken by filtration and dried under reduced pressure to obtain 0.42 g of 3-ethylsulfanyl-N-(5-trifluoromethylpyridin-2-yl)picolinamide (hereinafter, referred to as Compound of Present Invention 2).

Workup

temperaturecooled to room temperature
filtrationthe precipitated solid was taken by filtration
customdried under reduced pressure

Sources & evidence

ORD record: ord-4c750c41dd1c48de9a2ad26ba9ec0a33
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09185910B2

Reaction notes

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