1-Hydroxybenzotriazole → N-[2-(4-chlorophenoxy)ethyl]-3-(3,4-dimethoxybenzamido)-4-methylbenzamide

HRID 502033노트

반응식

HRID 502033 반응식
Cl.CN(C)CCCN=C=NCC.[CH3:13][O:14][C:15]1[CH:16]=[C:17]([CH:31]=[CH:32][C:33]=1[O:34][CH3:35])[C:18]([NH:20][C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][C:29]=1[CH3:30])[C:24]([OH:26])=O)=[O:19].[Cl:36][C:37]1[CH:46]=[CH:45][C:40]([O:41][CH2:42][CH2:43][NH2:44])=[CH:39][CH:38]=1.ON1C2C=CC=CC=2N=N1>C(Cl)Cl.CN(C)C1C=CN=CC=1>[Cl:36][C:37]1[CH:46]=[CH:45][C:40]([O:41][CH2:42][CH2:43][NH:44][C:24](=[O:26])[C:23]2[CH:27]=[CH:28][C:29]([CH3:30])=[C:21]([NH:20][C:18](=[O:19])[C:17]3[CH:31]=[CH:32][C:33]([O:34][CH3:35])=[C:15]([O:14][CH3:13])[CH:16]=3)[CH:22]=2)=[CH:39][CH:38]=1

참가 물질

7

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27941912-(4-Chlorophenoxy)ethylamineHCID 36001793-[(3,4-Dimethoxybenzoyl)amino]-4-methylbenzoic acid

생성물 1

HCID 22636102N-[2-(4-chlorophenoxy)ethyl]-3-(3,4-dimethoxybenzamido)-4-methylbenzamide수율 67.7%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

A solution of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.095 g) in methylene chloride (5 ml) was added to a stirred mixture of 3-(3,4-dimethoxybenzamido)-4-methylbenzoic acid (0.157 g), 2-(4-chlorophenoxy)ethylamine (C. Chim. Ther., 1973, 8, 259; 0.086 g), 4-dimethylaminopyridine (0.007 g), 1-hydroxybenzotriazole (0.074 g) and methylene chloride (5 ml). The resultant mixture was stirred at ambient temperature for 16 hours. The mixture was evaporated and the residue was partitioned between ethyl acetate and a saturated aqueous sodium bicarbonate solution. The organic phase was washed with an aqueous citric acid solution, dried over magnesium sulphate and evaporated. There was thus obtained the title compound as a solid (0.158 g); Mass Spectrum: M+H+ 469.

후처리

  1. customThe mixture was evaporated
  2. customthe residue was partitioned between ethyl acetate
  3. washThe organic phase was washed with an aqueous citric acid solution
  4. dry with materialdried over magnesium sulphate
  5. customevaporated

출처 및 근거

ORD 기록
ord-d534d7fcd7fa4f299534f054646de1cd
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772432B2

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