Ammonium formate → HCID 178420024, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(trans-4-(3-(3,6-dihydro-2H-pyran-4-yl)pyrazin-2-yloxy)cyclohexyl)benzo[d]thiazol-2-amine. As prepared in Example 30b, (0.22 g, 0.54 mmol), palladium hydroxide on carbon (20 wt % Pd dry basis, wet, Degussa type E101 NE/W) (0.60 g), and ammonium formate (0.51 g, 8.11 mmol) in methanol (3 mL) was heated to 65° C. for 12 h, then cooled to RT. The palladium was filtered off and the filtrate was concentrated in vacuo to give a white solid. This solid was partitioned between ethyl acetate and water, the layers were separated, and the organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo to give an oil. The oil was then purified by silica gel chromatography to give N-(trans-4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)cyclohexyl)benzo[d]thiazol-2-amine (0.030 g, 0.073 mmol, 14% yield) as a white solid. [M+1] 411.2. IC50 (uM): 0.0635.

Provenance & Evidence