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

HRID 1872734

반응식

HRID 1872734 반응식
[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

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c320c2fb5d7d4300871fd04a52d3b33a
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06110934

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