Triethylamine → HCID 59764404, compound

Participants

Reaction Steps

To a solution of 2-chloro-4-isopropoxy-5-nitro-benzoic acid (10 g, 38.5 mmol) in DCM (200 mL) and DMF (1 mL), was added thionyl chloride (9.17 g, 77 mmol) slowly via a syringe. The mixture was stirred for 3 hours, and concentrated to dryness. The obtained white solid, 2-chloro-4-isopropoxy-5-nitro-benzoyl chloride, was dried under vacuum. To a mixture of 4-amino-piperidine-1-carboxylic acid tert-butyl ester (1.44 g, 7.2 mmol) and triethylamine (3 mL, 21.6 mmol) in DCM (100 mL), was added 2-chloro-4-isopropoxy-5-nitro-benzoyl chloride (2 g, 7.2 mmol) dissolved in DCM (10 mL) slowly via syringe. The mixture was stirred at room temperature for 3 hours, and concentrated. The obtained solid was dissolved in ethyl acetate and washed with water and brine respectively. After evaporation of the solvent, the title compound was obtained as light yellow solid, and was directly used for the next step without further purification.

Provenance & Evidence