4-Isocyanato-1,2-dimethoxybenzene → HCID 86679581, compound

Participants

Reaction Steps

(S)-4-(2-(2-aminoacetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide hydrochloride (prepared in an analogous manner as described in Scheme 1, Step 1 and 2, Compound 3) (21 mg, 0.042 mmol) was dissolved in DMF dry (1 ml). 4-isocyanato-1,2-dimethoxybenzene (15.02 mg, 0.084 mmol) was added, and the reaction was stirred at RT overnight. The reaction mixture was diluted with water and extracted with EtOAc. The organic phase was washed with HCl 1N, dried over Na2SO4 and concentrated under vacuum. The crude product was purified by Preparative reverse-phase HPLC to give (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-(3-(3,4-dimethoxyphenyl)ureido)acetoxy)ethyl)pyridine 1-oxide (10 mg, 36.4% yield).

Provenance & Evidence