4-Hydroxypyrrolidine → HCID 71115072, compound

Participants

Reaction Conditions

Reaction Steps

Dioxane (50 mL) was added to a mixture of N-(7-bromoisoquinolin-3-yl)cyclopropanecarbox-amide (200 mg, 0.69 mmol), pyrrolidin-3-ol (122 mg, 1.28 mmol), Pd2(dba)3 (120 mg, 0.14 mmol), biphenyl-2-yldi-tert-butylphosphine (78 mg, 0.25 mmol) and sodium tert-butoxide (80 mg, 0.82 mmol). After the reaction mixture was stirred at 100° C. under nitrogen overnight, the mixture was filtered, concentrated and purified by prep HPLC and prep TLC to give the product (33.1 mg, 16.2%). LCMS (ESI): RT (min)=0.86, M+H+=298.0, method=B. 1H NMR (400 MHz, DMSO-d6) δ 10.58 (s, 1H), 8.82 (s, 1H), 8.22 (s, 1H), 7.65 (d, J=9.2 Hz, 1H), 7.19 (d, J=9.2 Hz, 1H), 6.80 (s, 1H), 4.99 (s, 1H), 4.45 (s, 1H), 3.50-3.48 (m, 1H), 3.45-3.36 (m, 2H), 3.20-3.12 (m, 1H), 2.25-2.05 (m, 1H), 1.85-2.05 (m, 2H), 0.80-0.75 (m, 4H).

Provenance & Evidence