Lithium Hydroxide → HCID 90030966, compound

Participants

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, (S)-1-(4-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methylphenyl)piperazin-1-yl)propan-2-ol (183 mg, 0.269 mmol) was hydrolyzed with lithium hydroxide (57 mg, 1.347 mmol) in THF/methanol/water (20/10/5 mL) to yield 96 mg (55.8% yield) of desired product. 1H NMR (CD3OD, 300 MHz): δ 8.63-8.62 (d, 1H), 8.54 (s, 1H), 8.26 (s, 1H), 7.97 (s, 1H), 7.77 (s, 1H), 7.65-7.63 (d, 1H), 7.60-7.56 (dd, 1H), 7.42-7.32 (q, 1H), 7.26-7.24 (d, 1H), 7.12-7.10 (d, 1H), 7.06-7.00 (m, 2H), 5.44 (s, 2H), 4.30-4.20 (m, 1H), 3.77-3.68 (t, 2H), 2.44 (s, 3H), 1.32-1.23 (m, 3H). MS: m/z=525.4 (M+1), HPLC: 90.77% in method B.

Provenance & Evidence