4-Chlorobenzylamine → HCID 10159541、化合物

HRID 1070645ノート

反応式

HRID 1070645 の反応式
[Al+3].[Cl-].[Cl-].[Cl-].[Cl:5][C:6]1[CH:13]=[CH:12][C:9]([CH2:10][NH2:11])=[CH:8][CH:7]=1.C([O:16][C:17]([C:19]1[C:28](=[O:29])[C:27]2[C:22](=[CH:23][N:24]=[C:25]([CH2:30][N:31]3[CH2:36][CH2:35][O:34][CH2:33][CH2:32]3)[CH:26]=2)[N:21]([CH3:37])[CH:20]=1)=O)C>C1(C)C=CC=CC=1.C(Cl)Cl>[Cl:5][C:6]1[CH:13]=[CH:12][C:9]([CH2:10][NH:11][C:17]([C:19]2[C:28](=[O:29])[C:27]3[C:22](=[CH:23][N:24]=[C:25]([CH2:30][N:31]4[CH2:36][CH2:35][O:34][CH2:33][CH2:32]4)[CH:26]=3)[N:21]([CH3:37])[CH:20]=2)=[O:16])=[CH:8][CH:7]=1

参加物

6

反応物 3

HCID 660364-ChlorobenzylamineHCID 6451240Aluminum(III) ChlorideHCID 22397176HCID 22397176、化合物

生成物 1

HCID 10159541HCID 10159541、化合物収率 67%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒

実験手順

At 0° C., a solution of 2.0M AlCl3 in toluene (0.14 mL) is added to a solution of 4-chlorobenzylamine (0.044 mL) in CH2Cl2 (5 mL). The compound from ethyl-1-methyl-6-(4-morpholinylmethyl)-4-oxo-1,4-dihydro[1,7]naphthyridine-3-carboxylate (Preparation 46, 0.058 g) is added and the mixture allowed to stir at room temperature for 3 hours at which time the mixture is partitioned between CH2Cl2 (30 mL) and water (30 mL). The organics are dried with Na2SO4, filtered and the solvent evaporated. The remaining solid is chromatographed with MeOH/CH2Cl2 (1-4%) to obtain 0.049 g (67%) of the title compound as an off-white solid. Physical characteristics: MS (ESI+) m/z 427 (M+H).

後処理

  1. customis partitioned between CH2Cl2 (30 mL) and water (30 mL)
  2. dry with materialThe organics are dried with Na2SO4
  3. filtrationfiltered
  4. customthe solvent evaporated
  5. customThe remaining solid is chromatographed with MeOH/CH2Cl2 (1-4%)

出典と根拠

ORDレコード
ord-699ee55737634316b8aa80fec281cb06
出典データセット
uspto-grants-2005_06
特許番号
US06903097B2

反応ノート

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