Chlorosuccinimide → HCID 71227677, compound

Participants

Reaction Steps

To a vial was added 1-({(5S,7S)-3-[3-(1,1-dimethylethyl)-5-isoxazolyl]-7-methyl-2-oxo-1-oxa-3-azaspiro[4.5]dec-7-yl}methyl)-1H-benzimidazole-6-carbonitrile (85 mg, 0.190 mmol) and chloroform (950 μL) at RT, followed by NCS (25.4 mg, 0.190 mmol). The reaction mixture was stirred at RT followed by 65° C. for 5 h. Ater 22 h reaction at 65° C. the crude mixture was purified by reverse phase HPLC (30-80% MeCN/H2O, 0.1% TFA modifier, 30×150 mm Sunfire 18 column), and TFA salt of 1-({(5S,7S)-3-[4-chloro-3-(1,1-dimethylethyl)-5-isoxazolyl]-7-methyl-2-oxo-1-oxa-3-azaspiro[4.5]dec-7-yl}methyl)-1H-benzimidazole-6-carbonitrile was obtained (62.4 mg, 54% yield). MS (m/z) 482.2 (M+H+).

Provenance & Evidence