Diisopropylethylamine → HCID 86636568, compound

Participants

Reaction Conditions

Reaction Steps

A 10 mL round-bottomed flask was charged with (3R,5S)-5-(((1R,2R)-1-(cyclopropylsulfonylcarbamoyl)-2-ethylcyclopropyl)carbamoyl)pyrrolidin-3-yl 4-chloroisoindoline-2-carboxylate hydrochloride (0.150 g, 0.267 mmol), (S)-2-(tert-butoxycarbonyl)-2-cyclohexylacetic acid (82 mg, 0.32 mmol) and HATU (122 mg, 0.321 mmol) and stirred in dry DMF (1.5 mL). The solution was cooled on an ice-water bath and then treated with DIEA (0.140 mL, 0.802 mmol) by dropwise addition. The mixture was stirred at 0° C. for 1 h, then allowed to warm up and stirred at room temperature for 16 h. The reaction mixture was diluted with water (5.0 mL) resulting in the separation of a precipitate. After stirring at room temperature for about 1 hour the precipitate was collected by filtration, washed with water and dried to a cream colored solid, (195 mg, 95%). MS m/e 664 (M+−Boc).

Provenance & Evidence