Hydrochloric Acid → HCID 178439369, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-(6-fluoro-3-pyridyl)-1-[4-[(5-isopropyl-1H-pyrazol-3-yl)amino]-6,7-dihydro-5H-cyclopenta[d]pyrimidin-2-yl]pyrrolidine-2-carboxamide (500 mg, 1.111 mmol) in THF (10 mL) was added HCl (1 mL) and reaction mixture was stirred at 60° C. for 16 h. The progress of reaction was monitored by LCMS. The reaction mixture was concentrated under vacuum to obtain crude product which was purified by reverse HPLC to afford N-(6-hydroxy-3-pyridyl)-1-[4-[(5-isopropyl-1H-pyrazol-3-yl)amino]-6,7-dihydro-5H-cyclopenta[d]pyrimidin-2-yl]pyrrolidine-2-carboxamide (249 mg). 1H NMR (400 MHz, CD3OD) δ (ppm): 1.17-1.30 (m, 6H), 2.17-2.37 (m, 4H), 2.38-2.50 (m, 1H), 2.79-2.95 (m, 3H), 3.00-3.10 (m, 2H), 3.22-3.38 (m, 2H), 3.58-3.70 (m, 1H), 3.80 (brs, 1H), 4.81 (dd, 1H), 6.22 (s, 1H), 6.68 (d, 1H), 7.60 (d, 1H), 7.98 (s, 1H). Separation by chiral HPLC provides enantiomers 63a and 63b.

Provenance & Evidence