Triethylamine → HCID 178472032, compound

Participants

Reaction Steps

A solution of 0.41 g (1.20 mmol) of trans-4-{2-[(4-chloro-phenoxycarbonyl)-methyl-amino]-ethyl}-cyclohexanecarboxylic acid in 12 mL of CH2Cl2 was treated at RT with 1 drop of DMF, followed by 0.11 mL (1.32 mmol, 1.1 eq) of oxalyl chloride within 5 min and stirring was continued for 90 min. The solution was evaporated and the residue was redissolved in 12 mL of CH2Cl2. At 0° C. this solution was added to a solution of 0.20 g (1.56 mmol, 1.3 eq) of 3-methylamino-propionic acid ethyl ester and 0.84 mL (6.00 mmol, 5 eq) of Et3N in 4 mL of CH2Cl2. The reaction mixture was kept at RT for 1.5 h, then the substance was partitioned between Et2O (×3)/aqueous 10% KHSO4. The organic phases were washed once with aqueous 10% NaCl, dried over Na2SO4 and evaporated to give 0.51 g (94%) of trans-3-[(4-{2-[(4-chloro-phenoxycarbonyl)-methyl-amino]-ethyl}-cyclohexanecarbonyl)-methyl-amino]-propionic acid ethyl ester, MS: 453 (MH+, 1Cl).

Provenance & Evidence