2-Fluoro-5-methylbenzeneboronic acid → HCID 71539968, compound

Participants

Reaction Steps

Following the procedure for Example 108, reacting (R)-tert-butyl 2-bromo-4-(1-(2,2-difluoroethyl)-5-(4-(2,2,2-trifluoro-N-methylacetamido)azepan-1-yl)-1H-pyrazol-4-ylcarbamoyl)thiazol-5-ylcarbamate (200 mg, 0.29 mmol) and 2-fluoro-5-methylbenzeneboronic acid (63 mg, 0.41 mmol) gave 109 as the mono formate salt as a pale brown solid (67 mg, 45% over two steps). 1H NMR (400 MHz, d4-MeOD) δ 8.56 (s, 1H), 8.07 (dd, J=7.3, 2.2 Hz, 1H), 7.61 (s, 1H), 7.26-7.20 (m, 1H), 7.12 (dd, J=11.4, 8.4 Hz, 1H), 6.25 (tt, J=55.6, 4.2 Hz, 1H), 4.48 (td, J=13.9, 4.2 Hz, 2H), 3.41-3.33 (m, 3H), 3.30-3.13 (m, 2H), 2.58 (s, 3H), 2.40 (s, 3H), 2.23-1.72 (m, 6H). LCMS (ES+) m/z 508 (M+1).

Provenance & Evidence