Lithium Hydroxide → HCID 72944536, 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)-3-methoxyphenyl)piperazin-1-yl)propan-2-ol (120 mg, 0.172 mmol) was hydrolyzed with lithium hydroxide (22 mg, 0.518 mmol) in THF/methanol/water (2/2/1 mL) to yield 27 mg (29.0% yield). 1H NMR (CD3OD, 400 MHz): δ 8.55-8.54 (d, 1H), 8.438-8.434 (d, 1H), 8.19 (s, 1H), 7.94 (s, 1H), 7.76 (s, 1H), 7.42-7.38 (m, 2H), 7.14-7.12 (d, 1H), 7.05-7.03 (qd, 2H), 6.80-6.76 (m, 2H), 5.44 (s, 2H), 4.29-4.24 (m, 1H), 3.99-3.96 (m, 2H), 3.86 (s, 3H), 3.75-3.38 (m, 2H), 3.29-3.12 (m, 6H), 1.29-1.28 (d, 3H). MS: m/z=541.4 (M+1), HPLC: 92.28% in method A.

Provenance & Evidence