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

HRID 456410

反応式

HRID 456410 の反応式
[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

参加物

8

反応物 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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-26c678bbe47845178a2d85dbbf176f86
出典データセット
uspto-grants-2007_03
特許番号
US07186720B2

関連ノート

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