Nitrogen → HCID 59380443, compound

Participants

Reaction Steps

Under a blanket of N2 10% Pd—C (4 mg)) was added to a flask which was flushed with N2 and the catalyst was wet with THF. A solution of (2E)-3-[4-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino)[1]benzothieno[2,3-d]pyrimidin-7-yl]acrylic acid (40 mg, 0.08 mmol) in THF (2 mL) was also added to the above flask. The flask was vacuumed and H2 was introduced into it. The reaction mixture was stirred under H2 at rt for 16 h. The Pd—C was carefully filtered and the filtrate was concentrated to yield a white solid (30 mg, 75%). 1H-NMR (DMSO-d6) δ 8.95 (s, 1H), 8.50 (s, 1H), 8.45 (d, 1H), 7.96 (s, 1H), 7.74 (d, 1H), 7.52 (dd, 1H), 7.45 (m, 2H), 7.30 (m, 2H), 7.24 (d, 1H), 7.16 (m, 1H), 5.26 (s, 2H), 2.99 (t, 2H), 2.59 (t, 2H); LCMS RT=3.73 min, [M+H]+=508.1.

Provenance & Evidence