1,1,1,3,3,3-Hexafluoro-2-propanol → HCID 57611875, compound

Participants

Reaction Steps

Glyoxilic acid monohydrate (0.042 g, 0.456 mmol) was suspended in DCM (2.1 mL)/HFIP (0.2 mL) and pyrrolidine (0.038 mL, 0.456 mmol) and [4-({[2-[(tert-butoxycarbonyl)amino]-5-(2-thienyl)phenyl]amino}carbonyl)phenyl]boronic acid (0.2 g, 0.456 mmol) were added. The reaction was stirred at room temperature overnight. The mixture was transferred to a microwave vial and heated to 120° C. for 30 minutes in the microwave. The solvent was removed in vacuo and the residue triturated in methanol to give the desired product as a pale yellow powder. 1H NMR (DMSO-d6, 600 MHz) δ 9.95 (s, 1H), 8.74 (br s, 1H), 7.95 (d, J=8.4 Hz, 2H), 7.79 (d, J=1.8 Hz, 1H), 7.60 (d, J=8.4 Hz, 2H), 7.49 (m, 2H), 7.43 (d, J=2.4 HZ, 1H), 7.11 (dd, J=5.4 and 3.6 Hz, 1H), 4.33 (s, 1H), 3.06 (m, 2H), 2.79 (m, 2H), 1.84 (m, 4H), 1.43 (s, 9H). MS: cal'd 522 (MH+), exp 522 (MH+).

Provenance & Evidence