Hydrochloric Acid → HCID 46899204, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 63 mg (0.1 mmol) of (RS, SR) 4-{5-[(3-bromo-benzenesulfonyl)-(7-chloro-1,2,3,4-tetrahydro-cyclopenta[b]indol-2-yl)-fluoro-methyl]-[1,3,4]oxadiazol-2-yl}-benzoic acid (example 113) in 0.5 mL of DMF was treated with 27 mg (0.511 mmol) of NH4Cl, 61 mg (0.6 mmol) of N-methylmorpholine, 3 mg (0.02 mmol) and of 1-hydroxybenzotriazole. The mixture was stirred for 15 at 0° C. and treated with 29 mg (0.15 mmol) of EDCI and stirred at RT for 10 hrs. A diluted aqueous solution of HCl was added and the mixture extracted with EtOAc. The combined organic phases were dried over Na2SO4, filtered and the solvent evaporated to give 60 mg of (RS, SR) 4-{5-[(3-bromo-benzenesulfonyl)-(7-chloro-1,2,3,4-tetrahydro-cyclopenta[b]indol-2-yl)-fluoro-methyl]-[1,3,4]oxadiazol-2-yl}-benzamide as a brown solid, MS: 630 (MH+, 1Br).

Provenance & Evidence