Water → 2-(2-(4-Formyl-3-(trifluoromethyl)pyrazol-1-yl)acetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

3-(trifluoromethyl)pyrazole-4-carbaldehyde (200 mg, 1.22 mmol) was dissolved in DMF (10 mL). NaH (60% [w/w] suspension in oil, 50 mg, 1.25 mmol) was added portionwise and the reaction mixture stirred at RT for 30 min. 2-(2-bromoacetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (386 mg, 1.22 mmol) was added and the reaction mixture heated at 65° C. for 2 h, then allowed to cool to RT. Water (10 mL) was added and the reaction mixture extracted with EtOAc (3×10 mL). The combined EtOAc layers were washed with water (5×10 mL), brine (10 mL), dried over MgSO4, filtered, and the solvent removed under reduced pressure to give the desired product (470 mg, 1.17 mmol, 96%).

1. temperaturethe reaction mixture heated at 65° C. for 2 h
2. temperatureto cool to RT
3. extractionthe reaction mixture extracted with EtOAc (3×10 mL)
4. washThe combined EtOAc layers were washed with water (5×10 mL), brine (10 mL)
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. customthe solvent removed under reduced pressure

ORDレコード

ord-19cb5c3c30c441699cdbcdaecd71a502

出典データセット

uspto-grants-2010_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07820707B2