Acetic Acid → HCID 58346709, compound

Participants

Reaction Steps

To a solution of N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-2-piperidin-4-yl-4,5-dihydro-2H-pyrimido[5′,4′:4,5]thieno[2,3-e]indazol-6-amine (40 mg, 0.07 mmol, 1 eq) in THF (1 mL) was added acetone (8 mg, 0.14 mmol, 2 eq), sodium triacetoxyborohydride (23 mg, 0.11 mmol, 1.5 eq) and trace amount of acetic acid. It was stirred at rt for 16 h. The mixture was purified by preparative HPLC to yield the desired product (15.4 mg, 36%). 1H-NMR (DMSO-d6) δ 8.41 (broad, 1H), 8.32 (d, 1H), 8.01 (d, 1H), 7.74 (d, 1H), 7.5 (dd, 1H), 7.44 (m, 1H), 7.29 (m, 2H), 7.20 (d, 1H), 7.15 (m, 1H), 5.24 (s, 2H), 4.04 (m, 1H), 3.36 (m, 4H), 2.92 (m, 3H), 2.74 (m, 1H), 2.25 (m, 1H), 2.02 (m, 2H), 1.89 (m, 2H), 0.99 (d, 6H). LCMS RT=2.87 min; [M+H]+=603.2.

Provenance & Evidence