Hydrochloric Acid → HCID 178427344, compound

Participants

Reaction Steps

To a solution tert-butyl 1-(7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-ylcarbamate (6.3 g, 20 mmol) in dioxane (50 ml) was added 4.0 N HCl (50 mL, 200 mmol) and stirred at rt. After several hours, the reaction mixture was concentrated in vacuo to give the deprotected amine. A solution of 1-(7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-amine (580 mg, 1.29 mmol) and diphenyl cyanocarbonimidate (370 mg, 1.5 mmol) in DMF (20 mL) was heated at 65 C for 16 h. the reaction mixture was cooled to rt and diluted with EtOAc and water (1:2, 200 mL). The organic phase was separated washed subsequently with sat. NaHCO3 brine, water, dried (Na2SO4) and concentrated in vacuo to afford 155.

Provenance & Evidence