Ammonium formate → HCID 10317591, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (E)-3-cyclopentyl-2-(6-methanesulfonylpyridin-3-yl)-N-thiazol-2-ylacrylamide (EXAMPLE 35, 500 mg, 1.3 mmol), ammonium formate (500 mg, 7.9 mmol), and 10% palladium on charcoal (50% H2O, 500 mg) in MeOH (20 mL) was stirred at 80° C. for 20 h. The solvent was removed in vacuo, then the residue was diluted with EtOAc and filtered through Celite. The filtrate was concentrated and once again diluted with EtOAc, filtered through Celite and concentrated. Purification of the crude product by column chromatography (EtOAc-n-C6H14, 3:7 to 1:1) afforded the title compound: δH (CDCl3): 1.05-1.22 (m, 2H), 1.40-1.85 (m, 7H), 1.95 (dt, 1H), 2.29 (dt, 1H), 3.21 (s, 3H), 3.82 (t, 1H), 7.09 (d, 1H), 7.53 (d, 1H), 8.06 (d, 2H), 8.58 (t, 1H); m/z (APCI+)=380 [M+H]+.

Provenance & Evidence