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N,N-二甲基甲酰胺 → 2-(1-(Benzo[d]thiazol-2-ylcarbamoyl)-1,2,3,4-tetrahydroquinolin-7-yl)-5-(3-phenoxypropyl)thiazole-4-carboxylic acid

HRID 1641069
笔记
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反应方程式

HRID 1641069 反应方程式
[O:1]([CH2:8][CH2:9][CH2:10][C:11]1[S:15][C:14]([C:16]2[CH:25]=[C:24]3[C:19]([CH2:20][CH2:21][CH2:22][NH:23]3)=[CH:18][CH:17]=2)=[N:13][C:12]=1[C:26]([O:28][CH2:29][CH3:30])=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:31]1[C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][C:34]=2[N:33]=[C:32]1[NH:40][C:41]([N:43]1[CH:47]=[CH:46]N=[CH:44]1)=[O:42].CN(C=O)C>CCOC(C)=O>[S:31]1[C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][C:34]=2[N:33]=[C:32]1[NH:40][C:41]([N:23]1[C:24]2[C:19](=[CH:18][CH:17]=[C:16]([C:14]3[S:15][C:11]([CH2:10][CH2:9][CH2:8][O:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)=[C:12]([C:26]([OH:28])=[O:27])[N:13]=3)[CH:25]=2)[CH2:20][CH2:21][CH2:22]1)=[O:42].[S:31]1[C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][C:34]=2[N:33]=[C:32]1[NH:40][C:41]([N:43]1[C:44]2[C:19](=[CH:18][CH:17]=[C:16]([C:14]3[S:15][C:11]([CH2:10][CH2:9][CH2:8][O:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[C:12]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[N:13]=3)[CH:25]=2)[CH2:20][CH2:46][CH2:47]1)=[O:42]
参与物实验过程后处理来源与证据反应笔记

参与物

6

反应物 3

HCID 6228N,N-二甲基甲酰胺HCID 59418727N-(benzo[d]thiazol-2-yl)-1H-imidazole-1-carboxamideHCID 59418748Ethyl 5-(3-phenoxypropyl)-2-(1,2,3,4-tetrahydroquinolin-7-yl)thiazole-4-carboxylate

产物 2

HCID 468405212-(1-(Benzo[d]thiazol-2-ylcarbamoyl)-1,2,3,4-tetrahydroquinolin-7-yl)-5-(3-phenoxypropyl)thiazole-4-carboxylic acid
HCID 86643666
Ethyl 2-(1-(benzo[d]thiazol-2-ylcarbamoyl)-1,2,3,4-tetrahydroquinolin-7-yl)-5-(3-phenoxypropyl)thiazole-4-carboxylate

试剂、催化剂与溶剂 1

HCID 8857乙酸乙酯溶剂

实验过程

The title compound 2-(1-(benzo[d]thiazol-2-ylcarbamoyl)-1,2,3,4-tetrahydroquinolin-7-yl)-5-(3-phenoxypropyl)thiazole-4-carboxylic acid (24) was prepared by the following procedure: To ethyl 5-(3-phenoxypropyl)-2-(1,2,3,4-tetrahydroquinolin-7-yl)thiazole-4-carboxylate (24A) (18 mg, 0.0.42 mmol) and N-(benzo[d]thiazol-2-yl)-1H-imidazole-1-carboxamide (1M) (10 mg, 0.042 mmol) was added DMF (2 mL) and stirred at rt overnight. The reaction mixture was diluted with EtOAc, washed sequentially with NaHCO3, water, brine, dried over MgSO4, filtered, and concentrated under reduced pressure to provide ethyl 2-(1-(benzo[d]thiazol-2-ylcarbamoyl)-1,2,3,4-tetrahydroquinolin-7-yl)-5-(3-phenoxypropyl)thiazole-4-carboxylate. LC/MS (APCI): m/z 599.5 (M+H).

后处理

  1. washwashed sequentially with NaHCO3, water, brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

来源与证据

ORD记录
ord-f42e7d8d4e764bd894bedf90a1fcb0ec
来源数据集
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
专利号
US08114893B2

反应笔记

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本页导航参与物实验过程后处理来源与证据反应笔记