Dichloromethane → HCID 69284540, compound

Participants

Reaction Steps

Examples 2o and 2p, Step 4: A sample of (1R,3R,4S)-[4-(2-{2-[(morpholine-4-carbonyl)-amino]-5-trifluoromethyl-benzoylamino}-acetylamino)-3-propyl-cyclohexyl]-carbamic acid tert-butyl ester (200 mg) was dissolved in 1:2 TFA:dichloromethane and stirred for 30 min at RT before being concentrated in vacuo. The residue was redissolved in 1:2 TFA:dichloromethane and stirred for 30 min at RT before being concentrated in vacuo. The residue was dissolved in 1 N HCl and washed with Et2O; the aqueous phase was then basified (sat. NaHCO3 & a small amount of 1 N NaOH) and extracted (EtOAc, 2×). The organic extracts were combined, washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo to afford morpholine-4-carboxylic acid (2-{[(1S,2R,4R)-(4-amino-2-propyl-cyclohexylcarbamoyl)-methyl]-carbamoyl}-4-trifluoromethyl-phenyl)-amide as the free base (90 mg). MS found: (M+H)+=514.2.

Provenance & Evidence