Borane → HCID 68182920, compound

Participants

Reaction Steps

A flask was charged with rel-(4R,5R)-4-(3,4-dichlorophenyl)-2-(morpholin-4-yl)-7-oxo-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-5-carboxylic acid (0.100 g, 0.234 mmol) and borane in THF (1M, 2.34 mmol, 2.34 mmol) was added. The mixture was stirred at rt for 2 hours. The reaction mixture was quenched by addition of methanol and then purified using preparative HPLC to afford the product as a white solid (25.7 mg, 26.3%). LCMS (AA) ES+: 413.4, 415.4, 1H NMR (400 MHz, CDCl3) δ 7.43 (d, J=8.3 Hz, 1H), 7.33 (d, J=2.0 Hz, 1H), 7.08 (dd, J=8.2, 2.1 Hz, 1H), 5.82 (s, 1H), 5.47 (s, 1H), 3.99 (d, J=8.9 Hz, 2H), 3.83-3.76 (m, 4H), 3.18-3.11 (m, 4H).

Provenance & Evidence