Triethylamine → 1-[4-Hydroxy-4-(3-(trifluoromethyl)phenyl)-1-piperidinyl]-2-(6-benzimidazolyl)-1-ethanone

HRID 456410

반응식

HRID 456410 반응식
[NH:1]1[C:5]2[CH:6]=[C:7]([CH2:10][C:11]([OH:13])=O)[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[OH:14][C:15]1([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=2)[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(N(CC)CC)C>CN(C)C=O.O.C(OCC)(=O)C>[OH:14][C:15]1([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:28])[F:29])[CH:22]=2)[CH2:20][CH2:19][N:18]([C:11](=[O:13])[CH2:10][C:7]2[CH:8]=[CH:9][C:4]3[NH:3][CH:2]=[N:1][C:5]=3[CH:6]=2)[CH2:17][CH2:16]1

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 752554-[3-(Trifluoromethyl)phenyl]-4-piperidinolHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 30466112-(1H-Benzo[d]imidazol-6-yl)acetic acid

생성물 1

HCID 1785201931-[4-Hydroxy-4-(3-(trifluoromethyl)phenyl)-1-piperidinyl]-2-(6-benzimidazolyl)-1-ethanone

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  1. customthe two phases are separated
  2. dry with materialthe organic phase is dried over sodium sulfate
  3. customthe solvent is evaporated
  4. customThe crude product is purified by chromatography on a column of silica gel, elution

출처 및 근거

ORD 기록
ord-26c678bbe47845178a2d85dbbf176f86
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07186720B2

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