Sodium Hydroxide → HCID 67002710, compound

Participants

Reaction Steps

A solution of 4-(5-chloro-4-(2-(1-hydroxycyclobutyl)thiazol-5-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-2-yl)benzoic acid (Example 16B) (450 mg, 0.776 mmol) in methanol (7.8 mL) and 2N sodium hydroxide solution (2.7 mL, 5.43 mmol) was heated by microwave irradiation (Biotage, Initiator) in a sealed vessel to 105° C. for 7 minutes. The reaction was cooled to room temperature and concentrated to dryness. The residue was suspended in water, and the pH adjusted to ˜2 with 10% aqueous HCl solution. The solid was filtered and air-dried to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ 12.69 (bs, 1H), 8.37 (s, 1H), 8.28 (s, 1H), 8.09 (d, J=8.4 Hz, 2H), 7.98 (d, J=8.4 Hz, 2H), 7.19 (s, 1H), 6.68 (s, 1H), 2.70-2.58 (m, 2H), 2.47-2.35 (m, 1H), 2.15-1.82 (m, 2H); MS ESI(+) m/z 425.9 [M+H]+.

Provenance & Evidence