Triethylamine → Methyl 2-{[2-(methoxyacetylamino)-5-methylbenzyl]-(4-methoxy-benzenesulfonyl)-amino}acrylate

HRID 1420611노트

반응식

HRID 1420611 반응식
O[CH2:2][CH:3]([N:8]([S:18]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)(=[O:20])=[O:19])[CH2:9][C:10]1[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=1[NH2:17])[C:4]([O:6][CH3:7])=[O:5].C(N(CC)CC)C.[CH3:36][O:37][CH2:38][C:39](Cl)=[O:40]>ClCCl>[CH3:36][O:37][CH2:38][C:39]([NH:17][C:11]1[CH:12]=[CH:13][C:14]([CH3:16])=[CH:15][C:10]=1[CH2:9][N:8]([S:18]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)(=[O:20])=[O:19])[C:3](=[CH2:2])[C:4]([O:6][CH3:7])=[O:5])=[O:40]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 96623Methoxyacetyl chlorideHCID 18612905Methyl 3-Hydroxy-2-[(4-methoxybenzenesulfonyl)-(2-amino-5-methylbenzyl)amino]propionate

생성물 1

HCID 18613017Methyl 2-{[2-(methoxyacetylamino)-5-methylbenzyl]-(4-methoxy-benzenesulfonyl)-amino}acrylate수율 107.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a cooled (0° C.) mixture of 1.598 g (3.91 mmol) of methyl 3-hydroxy-2-[(4-methoxybenzenesulfonyl)-(2-amino-5-methylbenzyl)amino]propionate and 1.97 g (19.5) mmol) of triethylamine in 15 ml of dichloromethane was added 0.787 ml (8.60 mmol) of methoxyacetylchloride. The mixture was stirred at room temperature overnight. The mixture was then diluted with CH2Cl2 and washed with H2O, 2N citric acid, H2O, brine and dried with Na2SO4. The solution was filtered through a thin pad of hydrous magnesium silicate and the filtrate concentrated to give 1.94 g of crude methyl 2-{[2-(methoxyacetylamino)-5-methylbenzyl]-(4-methoxy-benzenesulfonyl)-amino}acrylate as a brown oil. Mass spectrum (ES) 463.4 (M+H).

후처리

  1. temperatureTo a cooled
  2. washwashed with H2O, 2N citric acid, H2O, brine
  3. dry with materialdried with Na2SO4
  4. filtrationThe solution was filtered through a thin pad of hydrous magnesium silicate
  5. concentrationthe filtrate concentrated

출처 및 근거

ORD 기록
ord-027c86db395647f886b7b7733c5d9852
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06071903

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