3-Hydroxypyridine → HCID 10390632, compound

Participants

Reaction Steps

2-Cyclopropyloxy-4-methylsulfonyl-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidine (Middle Rf product) (Example 55, Step A), (28 mg, 0.06 mmol) was reacted with 1 equivalent each of n-butyl lithium and 3-hydroxypyridine by the procedure described in Reference Examples 6 and 7. Workup and flash column chromatography on silica gel (eluted with 80/20 hexanes/ethyl acetate) afforded the title compound. HPLC/MS: m/e=498 (M+−1); Rt=4.30 min. 1H-NMR 500 MHz (CDCl3): δ 0.30 (m, 2H), 0.59 (m, 2H), 1.26 (m, J=5 Hz, 1H), 4.09 (s, 2H), 7.18-7.30 (m, 6H), 7.36 (d, J=2 Hz, 1H), 7.40 (dd, J=7 Hz, J=5 Hz, 1H), 7.57 (d, J=7 Hz, 1H), 8.53 (d, J=5 Hz, 2H).

Provenance & Evidence