Morpholine → HCID 66955430, compound

Participants

Reaction Steps

A mixture of 4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid (10.0 g, 41 mmol), EDCI (23.64 g, 123 mmol) and HOBt (18.88 g, 123 mmol) in 1-methyl-2-pyrrolidinone (150 mL) was stirred at RT for 3 hours. Morpholine (10.75 mL, 123 mmol) was then added, and the resulting mixture was stirred at RT for 78 hours. The reaction was quenched by adding water and the resulting mixture was extracted with EtOAc. The organic layer was separated and washed twice with K2CO3 (sat'd aq) and an HCl (aq, 10%), again with once with a saturated K2CO3 (sat'd aq) and with brine. The organic layer was then dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The crude residue was triturated with Et2O and filtered to give 5.9 g of [4-(morpholine-4-carbonyl)-cyclohexyl]-carbamic acid tert-butyl ester as a white powder.

Provenance & Evidence