Lithium Hydroxide → HCID 90064855, 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)phenyl)-1,4-diazepan-1-yl) propan-2-ol (100 mg, 0.147 mmol) was hydrolyzed with lithium hydroxide (31 mg, 0.736 mmol) in THF/methanol/water (2/2/1 mL) to yield 33 mg (42.8% yield) of desired product. 1H NMR (CDCl3, 300 MHz): δ 8.83 (s, 1H), 8.538-8.531 (d, 1H), 8.13-8.12 (d, 1H), 7.86 (s, 1H), 7.70 (s, 1H), 7.52-7.49 (d, 2H), 7.39-7.30 (m, 2H), 7.07-6.91 (m, 3H), 6.82-6.79 (d, 2H), 5.38 (s, 2H), 3.85-3.75 (m, 1H), 3.70-3.55 (m, 4H), 3.15-3.00 (m, 1H), 2.90-2.80 (m, 2H), 2.70-2.55 (m, 2H), 2.35-2.25 (m, 1H), 2.15-1.95 (m, 2H), 1.14-1.12 (d, 3H). MS: m/z=525.3 (M+1), HPLC: 92.75% in method A.

Provenance & Evidence