Dimethylacetamide → HCID 66900310, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 0.34 g (0.79 mmol) of [3-(5-bromo-pyrazol-1-yl)-1-(4-methyl-piperidine-1-carbonyl)-propyl]-carbamic acid tert-butyl ester (prepared in the synthesis of I-080), 31 mg (0.034 mmol) of Pd2(dba)3, 38 mg (0.069 mmol) of dppf, 96 mg (0.83 mmol) of Zn(CN)2, and 13 mg (0.20 mmol) of Zn powder in 2 mL of DMA is heated to 120° C. for 3 h in a pressure tube. The mixture is cooled, filtered, and purified directly on preparative HPLC to provide 0.22 g (74%) of [3-(5-cyano-pyrazol-1-yl)-1-(4-methyl-piperidine-1-carbonyl)-propyl]-carbamic acid tert-butyl ester. This material is then stirred in 2.5 mL of 4 M HCl in 1,4-dioxane for 1 h, and then concentrated to provide I-091.

Provenance & Evidence