Reserpine → HCID 178487629, compound

Participants

Reaction Steps

The title compound (223 mg, 64%) was prepared from trans-4-chloro-5-iodo-7-[4-(4-methylpiperazino)cyclohexyl]-7H-pyrrolo[2,3-d]pyrimidine (300 mg, 0.655 mmol) and 2-(3-methoxy-4-phenoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (235 mg, 0.727 mmol) in a similar manner to that described for the preparation of trans-5-(4-chloro-7-(4-(4-methylpiperazino)cyclohexyl)-7H-pyrrolo[2,3-d ]pyrimidin-5-yl)-2-phenoxybenzonitrile: 1H NMR (DMSO-d6, 400 MHz) δ 8.67(s, 1H), 8.04(s, 1H), 7.32(m, 4H), 7.12(d, 1H), 7.08(d, 1H), 6.88(d, 2H), 4.71(m, 1H), 3.80(s, 3H), 2.2-2.6(m, 9H), 2.15(s, 3H), 1.9-2.1 (m, 6H), 1.49(m, 2H); MS MH+532.4; RP-HPLC (Hypersil HS, 5 μm, 100 Å 4.6×250 mm; 25%-100% acetonitrile—0.05 M ammonium acetate over 10 min, 1 ml/min) tr 9.58 min.

Provenance & Evidence