Lithium hydroxide, monohydrate → Ammonium 6-oxo-3-(phenylamino)-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxylate

Temperature

60 °C

Lithium hydroxide monohydrate (302 mg, 7.2 mmol) was added to a suspension of the compound of Example 1 (1.49 g, 3.6 mmol) in THF (20 mL) and water (20 mL) and the mixture heated at 60° C. for 18 h. The reaction was cooled to r.t. and bulk of THF removed in vacuo. The remaining concentrate was diluted with saturated ammonium chloride(aq) (50 mL) and the solid precipitate filtered and washed with water (2×20 mL), Et2O (2×20 mL) and dried in vacuo to give the title compound as a white solid in quantitative yield. LCMS (ES+) RT 3.24 minutes, 363 (M+H)+.

1. temperatureThe reaction was cooled to r.t.
2. custombulk of THF removed in vacuo
3. concentrationThe remaining concentrate
4. additionwas diluted with saturated ammonium chloride(aq) (50 mL)
5. filtrationthe solid precipitate filtered
6. washwashed with water (2×20 mL), Et2O (2×20 mL)
7. customdried in vacuo

ORD record

ord-96c6c57a62254743ad54133be0bc3e7b

Source dataset

uspto-grants-2008_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07423047B2