Sodium Hydroxide → N-(2-Methyl-1,2,3,4-tetrahydroisoquinolin-8-yl)-4-acetylamino-5-chloro-2-methoxybenzamide

HRID 1872734ノート

反応式

HRID 1872734 の反応式
[C:1]([NH:4][C:5]1[C:13]([Cl:14])=[CH:12][C:8]([C:9](Cl)=[O:10])=[C:7]([O:15][CH3:16])[CH:6]=1)(=[O:3])[CH3:2].C(NC1C(Cl)=CC(C(O)=O)=C(OC)C=1)(=O)C.[NH2:33][C:34]1[CH:35]=[CH:36][CH:37]=[C:38]2[C:43]=1[CH2:42][N:41]([CH3:44])[CH2:40][CH2:39]2.[OH-].[Na+]>ClCCl.C(N(CC)CC)C>[CH3:44][N:41]1[CH2:40][CH2:39][C:38]2[C:43](=[C:34]([NH:33][C:9](=[O:10])[C:8]3[CH:12]=[C:13]([Cl:14])[C:5]([NH:4][C:1](=[O:3])[CH3:2])=[CH:6][C:7]=3[O:15][CH3:16])[CH:35]=[CH:36][CH:37]=2)[CH2:42]1

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 109884964-Acetamido-5-chloro-2-methoxybenzoic acidHCID 113799924-Acetamido-5-chloro-2-methoxybenzoyl chlorideHCID 135299172-Methyl-1,2,3,4-tetrahydroisoquinolin-8-amine

生成物 1

HCID 18687410N-(2-Methyl-1,2,3,4-tetrahydroisoquinolin-8-yl)-4-acetylamino-5-chloro-2-methoxybenzamide

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒

実験手順

To a cooled solution of 4-acetylamino-5-chloro-2-methoxybenzoyl chloride, (prepared from 4-acetylamino-5-chloro-2-methoxybenzoic acid, 3.19 g) in dichloromethane was added 8-amino-2-methyl-1,2,3,4-tetrahydroisoquinoline (2.1 g) and triethylamine (4 ml). After stirring at room temperature for 2.5h, the mixture was basified with 10% sodium hydroxide. The organic layer was separated, dried and concentrated in vacuo. The residue was purified by chromatography on alumina eluting with chloroform, and then crystallised from ethyl acethate to give the title compound.

後処理

  1. customThe organic layer was separated
  2. customdried
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by chromatography on alumina eluting with chloroform
  5. customcrystallised from ethyl acethate

出典と根拠

ORDレコード
ord-c320c2fb5d7d4300871fd04a52d3b33a
出典データセット
uspto-grants-2000_08
特許番号
US06110934

反応ノート

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