Acrylic Acid → 3-(6-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl)propanoic acid

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Reaction Conditions

Reaction Steps

A mixture of 5-(1-phenylcyclopropyl)-2-(1,2,3,4-tetrahydroisoquinolin-6-yl)thiazolo[5,4-b]pyridine (28.1 mg, 0.073 mmol), acrylic acid (7.54 μl, 0.110 mmol), and DIPEA (1.276 μl, 7.33 μmol) in methanol (0.80 mL) was stirred at 63° C. for 1 d. The resulting suspension was then concentrated in vacuo, and the residue was taken up in DMSO (2.0 mL)+TFA (50 μL) and purified by rpHPLC (10-100% CH3CN/H2O+0.1% TFA) to provide 3-(6-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl)propanoic acid as a yellow solid. MS (ESI) m/z: Calculated: 455.2; Observed: 456.1 (M++1).

Provenance & Evidence