Trifluoroacetic acid → HCID 53233526, compound

Participants

Reaction Steps

TFA (2 mL, 26.0 mmol) was added to a stirred solution of di-tert-butyl (2S,2′S)-2,2′-(5,5′-bi-1,3-thiazole-2,2′-diylbis(1H-imidazole-5,2-diyl))di(1-pyrrolidinecarboxylate) (450 mg, 0.704 mmol) in dichloromethane (15 mL) at room temperature. The reaction mixture was stirred for 2 h, additional TFA (2 mL, 26.0 mmol) was added and the mixture was stirred for an additional 2 h. The reaction was concentrated in vacuo and the residue was dissolved in methanol and filtered through a Strata XC MCX cartridge. The cartridge was washed with methanol and then the compound was released from the cartridge by washing with a solution of 2M ammonia in methanol. The filtrate was evaporated under reduced pressure to give 2,2′-bis(2-((2S)-2-pyrrolidinyl)-1H-imidazol-5-yl)-5,5′-bi-1,3-thiazole (181 mg) as an orange solid.

Provenance & Evidence