反应 #543592

ord-26c678bbe47845178a2d85dbbf176f86

反应方程式

OC1(c2cccc(C(F)(F)F)c2)CCNCC1
4-hydroxy-4-(3-(trifluoromethyl)phenyl)piperidine
CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[P-](F)(F)(F)(F)F
BOP
CCN(CC)CC
triethylamine
O=C(O)Cc1ccc2nc[nH]c2c1
1H-benzimidazol-6-ylacetic acid
O=C(Cc1ccc2[nH]cnc2c1)N1CCC(O)(c2cccc(C(F)(F)F)c2)CC1
title compound
O=C(Cc1ccc2[nH]cnc2c1)N1CCC(O)(c2cccc(C(F)(F)F)c2)CC1
1-[4-Hydroxy-4-(3-(trifluoromethyl)phenyl)-1-piperidinyl]-2-(6-benzimidazolyl)-1-ethanone

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他the two phases are separated
  2. 2
    干燥the organic phase is dried over sodium sulfate
  3. 3
    其他the solvent is evaporated
  4. 4
    其他The crude product is purified by chromatography on a column of silica gel, elution

实验过程

A mixture of 1.46 g (0.0083 mol) of 1H-benzimidazol-6-ylacetic acid from preparation 3, 2.0 g (0.0081 mol) of 4-hydroxy-4-(3-(trifluoromethyl)phenyl)piperidine, 3.6 g of BOP and 3.4 ml of triethylamine in 40 ml of dimethylformamide is stirred at ambient temperature overnight. A mixture of ethyl acetate and of water is added, the two phases are separated, the organic phase is dried over sodium sulfate and the solvent is evaporated. The crude product is purified by chromatography on a column of silica gel, elution being carried out with an ethyl acetate/methanol=9/1 mixture, and the title compound is thus obtained.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07186720B2uspto-grants-2007_03