Tetrahydrofuran → (S)-2-(2-(3-amino-1-methyl-1H-indazol-6-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetic acid

Participants

Reaction Conditions

Reaction Steps

A vial was charged with (S)-ethyl 2-(2-(3-amino-1-methyl-1H-indazol-6-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (60 mg), THF (1.5 mL), EtOH (absolute, 1 mL), and 2M aq NaOH (1 mL). The vessel was sealed and heated to 100° C. for 2 h. The reaction was cooled to 23° C., and filtered (0.45 micron teflon syringe filter). The filtrate was purified by reverse phase HPLC, eluting by 5-100% acetonitrile in H2O with 0.1% TFA to give the desired product. LCMS-ESI+: calc'd for C28H27ClN4O3S: 535.2, 537.2 (M+H+); Found: 535.2, 537.2 (M+H+). 1H NMR (400 MHz, CD3OD): δ 8.06 (s, 1H), 7.87 (s, 1H), 7.82 (d, J=8.5 Hz, 1H), 7.78-7.65 (m, 2H), 7.64-7.54 (m, 3H), 5.27 (s, 1H), 3.90 (s, 3H), 2.63 (s, 3H), 0.98 (s, 9H).

Provenance & Evidence