4-Chlorobenzylamine → HCID 10159541, 화합물

HRID 411227노트

반응식

HRID 411227 반응식
[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

참가 물질

6

반응물 3

HCID 660364-ChlorobenzylamineHCID 6451240Aluminum(III) ChlorideHCID 22397176HCID 22397176, 화합물

생성물 1

HCID 10159541HCID 10159541, 화합물수율 67%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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%)

출처 및 근거

ORD 기록
ord-6716d4f891884d31ab46fc8984b2b9ce
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06559145B2

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