Triethylamine → methyl 2-(6-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl)acetate

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-(1-phenylcyclopropyl)-2-(1,2,3,4-tetrahydroisoquinolin-6-yl)thiazolo[5,4-b]pyridine (97 mg, 0.252 mmol), triethylamine (0.053 mL, 0.377 mmol), and methyl 2-bromoacetate (0.024 mL, 0.254 mmol) in DCM (2.0 mL) was stirred at 25° C. for 30 min. Additional methyl 2-bromoacetate (0.024 mL, 0.254 mmol) was then added, and the resulting mixture was stirred at 25° C. for 30 min. The resulting suspension was then concentrated onto silica gel and chromatographically purified (0-100% EtOAc/hexanes) to provide methyl 2-(6-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl)acetate as a white solid. MS (ESI) m/z: Calculated: 455.2; Observed: 456.0 (M++1).

Provenance & Evidence