Triethylamine → HCID 58129355, compound

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Reaction Steps

A mixture of 2 g (7.8 mmol) 4-tert-Butoxycarbonylamino-piperidine-4-carboxylic acid methyl ester, 1.72 g (8.1 mmol) 2-chlorobenzenesulfonyl chloride and 2.36 g (23 mmol) NEt3 in 30 mL DCM was stirred at room temperature over night. DCM and NaHCO3 aq. was added and the organic phase was dried with MgSO4 and evaporated. The ester (MS (m/e): 433.3 [(M+H)+]) was used without further purification. 3 g of the crude product was dissolved in methanol and 2.7 mL KOH aq. (5M), 30 mL water and 10 mL THF was added and the mixture was stirred at 55° C. for 5 h. The organic solvents were removed under vacuum and acetic acid was added. The mixture was extracted with ethyl acetate and the combined organic phases were washed with water, dried with MgSO4 and evaporated to yield 2.87 g of the title compound as white foam. MS (m/e): 419.1 [(M+H)+]

Provenance & Evidence