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Trichloroacetyl chloride → 1-(3-Methoxy-benzyl)-1H-imidazole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide

HRID 900252
ノート
印刷プレビュー

反応式

HRID 900252 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:12]=[CH:13][CH:14]=1)[CH2:6][N:7]1[CH:11]=[CH:10][N:9]=[CH:8]1.CCN(CC)CC.ClC(Cl)(Cl)[C:24](Cl)=[O:25].[CH:29]([N:32]1[CH2:37][CH2:36][CH:35]([NH2:38])[CH2:34][CH2:33]1)([CH3:31])[CH3:30]>C(Cl)Cl>[CH:29]([N:32]1[CH2:37][CH2:36][CH:35]([NH:38][C:24]([C:8]2[N:7]([CH2:6][C:5]3[CH:12]=[CH:13][CH:14]=[C:3]([O:2][CH3:1])[CH:4]=3)[CH:11]=[CH:10][N:9]=2)=[O:25])[CH2:34][CH2:33]1)([CH3:31])[CH3:30]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6420Trichloroacetyl chlorideHCID 8471Triethylamine2 回HCID 31633331-(Propan-2-yl)piperidin-4-amineHCID 122293911-(3-methoxy-benzyl)-1H-imidazole

生成物 1

HCID 104059941-(3-Methoxy-benzyl)-1H-imidazole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To a solution of 1-(3-methoxy-benzyl)-1H-imidazole (100 mg) and NEt3 (147 μL) in DCM (5 mL) was added trichloroacetyl chloride (106 μL) dropwise. The mixture was stirred for 2 h at RT. More NEt3 (147 μL) and 1-isopropyl-piperidin-4-ylamine (76 mg) were added and stirring was continued for 1 h at RT. The mixture was quenched by the addition of MeOH, concentrated and the residue was purified by preparative HPLC. The fractions containing the product were evaporated to provide 30 mg of the title compound as its trifluoroacetate salt. MS (ESI+): m/e=357.

後処理

  1. stirringstirring
  2. waitwas continued for 1 h at RT
  3. customThe mixture was quenched by the addition of MeOH
  4. concentrationconcentrated
  5. customthe residue was purified by preparative HPLC
  6. additionThe fractions containing the product
  7. customwere evaporated

出典と根拠

ORDレコード
ord-2176587afdc241b88c9ae1bfea7a4413
出典データセット
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07358268B2

反応ノート

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