Trifluoroacetic acid → HCID 178463221, compound

Participants

Reaction Steps

Stir a mixture of 2′-trifluoromethylbiphenyl-4-carboxylic acid (100 mg, 0.376 mmol), N-hydroxysuccinimmide (43 mg, 0.376 mmol) and DCC (77 mg, 0.376 mmol) in 15 mL of methylene chloride at rt for 2 h. Combine (6-(1-((4-fluorobenzyl)methylamino)ethylideneamino)indan-1-yl)carbamic acid tert-butyl ester (129 mg. 0.313 mmol) with TFA (2 mL) at 0° C. and stir for 2 hr. Evaporate TFA under reduced pressure. Dissolve the residue in methylene chloride and evaporate to dryness; repeat this three times. Add 5 mL of methylene chloride and 1 mL of triethylamine. Add this resulting solution to the above mixture and stir at rt for 12 h. Pour the mixture into methylene chloride, wash with water, dry with Na2SO4, and concentrate. Purify the residue by column chromatography (silica gel, 3% MeOH in CH2Cl2) to give 82 mg of the title compound as a white solid (47% yield).

Provenance & Evidence