Triethylamine → N-{4-Cyano-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-6-phenyl-1,3-benzoxazol-2-yl}methanesulfonamide

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Reaction Steps

2-Amino-7-[3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (#76) was suspended in dichloromethane (3.4 ml), then triethylamine (94.9 μl, 681 μmol) and methanesulfonyl chloride (52.7 μl, 681 μmol) were added with cooling with ice, then dichloromethane (10 ml) was added, followed by stirring with cooling with ice for 5 hours. Further, triethylamine (94.9 μl, 681 μmol) and methanesulfonyl chloride (52.7 μl, 681 μmol) were added with cooling with ice, followed by stirring at room temperature for 15 hours. Aqueous 1 N sodium hydroxide solution (5 ml) and water (5 ml) were added to the reaction liquid, and the aqueous layer was washed with diethyl ether (20 ml×2).

Provenance & Evidence