Benzoyl chloride → Benzyl 1-benzoyl-5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-3-ethoxycarbonyl-2-methylindol-4-carboxylate

HRID 52016노트

반응식

HRID 52016 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[CH:20]=[CH:19][C:18]3[NH:17][C:16]([CH3:21])=[C:15]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:14]=3[C:13]=2[C:27]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:28])[N:4]=1.[H-].[Na+].[C:39](Cl)(=[O:46])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1>O1CCCC1>[CH2:30]([O:29][C:27]([C:13]1[C:14]2[C:15]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:16]([CH3:21])[N:17]([C:39](=[O:46])[C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[C:18]=2[CH:19]=[CH:20][C:12]=1[O:11][C:5]1[N:4]=[C:3]([O:2][CH3:1])[CH:8]=[C:7]([O:9][CH3:10])[N:6]=1)=[O:28])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

참가 물질

5

반응물 3

HCID 7412Benzoyl chlorideHCID 24758Sodium hydrideHCID 19962802HCID 19962802, 화합물

생성물 1

HCID 19962759Benzyl 1-benzoyl-5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-3-ethoxycarbonyl-2-methylindol-4-carboxylate수율 92%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1.5 g of benzyl 5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-3-ethoxycarbonyl-2-methylindol-4-carboxylate was dissolved in 50 ml of tetrahydrofuran, and 0.176 g of 60% sodium hydride was added thereto. The mixture was stirred at room temperature for 30 minutes. Then, 0.51 g of benzoyl chloride was dropwise added thereto at room temperature, and the mixture was stirred for 4 hours. After concentration under reduced pressure, the mixture was poured into ice water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous magnesium sulfate. The residue obtained by concentration under reduced pressure, was crystallized from isopropyl ether to obtain 1.67 g (yield: 92%) of the desired compound. mp: 128°-132.5° C.

후처리

  1. stirringat room temperature, and the mixture was stirred for 4 hours
  2. concentrationAfter concentration under reduced pressure
  3. additionthe mixture was poured into ice water
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe residue obtained by concentration under reduced pressure
  8. customwas crystallized from isopropyl ether

출처 및 근거

ORD 기록
ord-d2c12e93f45949b599f2a7f549b49e7c
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616537

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