反应详情

A mixture of 3-(6-benzene sulfonyl-6H-1,2,3,5,6-pentaaza-as-indacen-1-yl)cyclopentylamine (200 mg, 520 μmol) and triethylamine (333 μL, 2.39 mmol) in DCM (3 mL) was added dropwise to a stirred solution of triphosgene (121 mg, 400 μmol) in DCM (3 mL) and stirred at ambient temperature for 1 hour. A solution of the free base of methyl (2,2,2-trifluoroethyl) amine hydrochloride (240 mg, 1.60 mmol) in DCM (2 mL) was added dropwise and after 1 hour the reaction was quenched with a saturated solution of sodium bicarbonate. After standing for 2 days and organic phase was dried using a phase separator cartridge and purified by column chromatography on silica gel (gradient: 0 to 100% ethyl acetate in cyclohexane) to afford 80 mg (29%) of racemic trans 3-[3-(6-benzenesulfonyl-6H-1,2,3,5,6-pentaaza-as-indacen-1-yl)-cyclopentyl]-1-methyl-1-(2,2,2-trifluoro-ethyl)-urea as a gum. LCMS (Method B, ESI): RT=3.70 min, m+H=522.4.

1. customwas quenched with a saturated solution of sodium bicarbonate
2. waitAfter standing for 2 days
3. customorganic phase was dried
4. custompurified by column chromatography on silica gel (gradient: 0 to 100% ethyl acetate in cyclohexane)