Lithium Hydroxide → HCID 178524007, compound

Participants

Reaction Conditions

Reaction Steps

A solution of lithium hydroxide (2.10 mL of 2N solution, 4.15 mmol) was added to a stirred solution of racemic methyl 7-(5-fluoro-2-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-ylamino)bicyclo[3.2.2]nonane-6-carboxylate, I-36, (0.18 g, 0.42 mmol) in THF (7 mL). The solution was heated at 85° C. for 6 hr and cooled to room temperature. The solution was concentrated in vacuo and water (5 mL) was added. The solution was slowly neutralized with 1N HCl to produce a white precipitate. The precipitate was filtered and washed with water (10 mL). The wet solid was lyophilized for 2 days to 112 mg of the desired product as a white powder: 1H NMR (400 MHz, CD3OD) δ 8.77 (s, 1H), 8.52 (s, 1H), 8.10 (s, 1H), 5.29 (m, 1H), 2.82 (m, 1H), 2.53 (m, 1H), 2.11-1.54 (brm, 10H), 1.29 (m, 1H); LC/MS Gradient 10-90%, 0.1% formic 5 min, C18/ACN, RT=2.33 minutes (M+H) 415.44.

Provenance & Evidence