Lithium Hydroxide → HCID 90031303, compound

Participants

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, (S)-1-(4-(3-fluoro-5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl) propan-2-ol (134 mg, 0.196 mmol) was hydrolyzed with lithium hydroxide (82 mg, 1.964 mmol) in THF/methanol/water (12/4/4 mL) to yield 56 mg (54.6% yield) after purification by prep TLC using 8% methanol in chloroform as eluent. 1H NMR (CD3OD, 300 MHz): δ 8.449-8.442 (d, 1H), 8.35-8.32 (m, 2H), 8.23 (s, 1H), 7.94 (s, 1H), 7.82-7.77 (dd, 1H), 7.64 (s, 1H), 7.40-7.33 (q, 1H), 7.12-7.00 (m, 3H), 5.43 (s, 2H), 4.05-3.95 (m, 1H), 3.56-3.32 (t, 4H), 2.77-2.62 (m, 4H), 2.47-2.33 (m, 2H), 1.18-1.16 (d, 3H). MS: m/z=530.3 (M+1), HPLC: 95.33% in method A.

Provenance & Evidence