Triethylamine → 2-[2-(4-Cyanophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-[4-(3-phenyl-allyl)-piperazinyl]-amide

HRID 23911

反応式

HRID 23911 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]2[N:15]([CH3:16])[C:14]3[CH:17]=[CH:18][C:19]([C:21](O)=[O:22])=[CH:20][C:13]=3[N:12]=2)=[CH:5][CH:4]=1)#[N:2].[C:24]1([CH:30]=[CH:31][CH2:32][N:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C([N:41](CC)CC)C.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.F[B-](F)(F)F>CN(C)C=O.C(OCC)(=O)C>[C:24]1([CH:30]=[CH:31][CH2:32][N:33]2[CH2:34][CH2:35][N:36]([NH:41][C:21]([C:19]3[CH:18]=[CH:17][C:14]4[N:15]([CH3:16])[C:11]([CH2:10][CH2:9][C:6]5[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=5)=[N:12][C:13]=4[CH:20]=3)=[O:22])[CH2:37][CH2:38]2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 86803CinnamylpiperazineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 15516402HCID 15516402、化合物

生成物 1

HCID 697934992-[2-(4-Cyanophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-[4-(3-phenyl-allyl)-piperazinyl]-amide

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

0.4 g of 2-[2-(4-Cyanophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid (1.3 mmol), 4-(3-phenyl-allyl)-piperazine (0.26 g, 1.3 mmol) and 0.4 ml of triethylamine are dissolved in 8 ml of dimethylformamide. 0.54 g of O-(Benzotriazole-1-yl)-N,N,N′,N′-tetramethyluronium-tetrafluoroborate (═TBTU; 1.7 mmol) are added and stirred for 24 h at room temperature. After diluting with 20 ml of ethyl acetate, it is washed with saturated, aqueous sodium bicarbonate solution and with water, and dried over sodium sulphate. The solvent is boiled down and the product purified chromatographically (silica gel; gradient; acetic ester/methanol 100% in 60% acetic ester). Yield: 0.52 g (80%); yellow oil.

後処理

  1. washis washed with saturated, aqueous sodium bicarbonate solution
  2. dry with materialwith water, and dried over sodium sulphate
  3. customthe product purified chromatographically (silica gel; gradient; acetic ester/methanol 100% in 60% acetic ester)

出典と根拠

ORDレコード
ord-5630fff3ee9e486f93c393d391562ff6
出典データセット
uspto-grants-2005_02
特許番号
US06855713B2

関連ノート

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