Iodoethane → (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-(3-oxo-1H-pyrrolo[3,4-c]pyridin-2(3H)-yl)pyridin-4-yl)benzo[d]thiazol-6-yl)acetic acid

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Reaction Conditions

Reaction Steps

To a solution of (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-(3-oxo-1H-pyrrolo[3,4-c]pyridin-2(3H)-yl)pyridin-4-yl)benzo[d]thiazol-6-yl)acetate (28 mg, 0.044 mmol) in pyridine (2 mL) was added ethyl iodide (200 mg, excess). The reaction mixture was heated at 170° C. in microwave reactor for 90 minutes and the crude was concentrated and purified by reverse phase HPLC, eluting by 0-100% acetonitrile in H2O with 0.1% TFA to give the product. LCMS-ESI+: calc'd for C32H28ClN4O4S: 599.1 (M+H+); Found: 599.2 (M+H+). 1H NMR (400 MHz, CD3OD) δ: 8.80 (s, 1H), 8.58 (s, 2H), 8.18 (d, 1H), 7.57 (m, 2H), 7.50-7.43 (m, 4H), 7.33 (s, 1H), 5.14 (s, 1H), 4.68 (d, 2H), 2.33 (s, 3H), 0.90 (s, 9H).

Provenance & Evidence