(2-Chloroethyl)dimethylamine, chloride → HCID 178483838, 화합물

참여 물질

반응 단계

0.12 g (0.33 mmol) of trans-4-{[(5-bromo-pyrimidin-2-yl)-methyl-amino]-methyl}-cyclohexanecarboxylic acid cyclopropylamide was dissolved in 10 mL of DMA and treated with 0.21 g (4.90 mmol, 14 eq) of NaH (55% in oil) at 0° C. then warmed to RT. The mixture was then treated with 0.47 g (3.27 mmol, 10 eq) of N-(2-chlorethyl)-N,N-dimethylammonium chloride at 0° C. and warmed to RT. The reaction was stirred for 27 h, then partitioned between Et2O (×3)/aqueous 10% NaHCO3, washed once with aqueous 10% NaCl, dried over Na2SO4 and evaporated. The residue was chromatographed on silica gel (20g) with CH2Cl2:MeOH 95:5 to yield 0.09 g (68% over 2 steps) of pure trans-4-{[(5-bromo-pyrimidin-2-yl)-methyl-amino]-methyl}-cyclohexanecarboxylic acid cyclopropyl-(2-dimethylamino-ethyl)-amide, MS: 438 (MH+, 1Br).

출처 및 근거