Chlorosuccinimide → ethyl-3-chloro-1-cyclopropyl-4-(methoxy)-1H-indole-6-carboxylate

HRID 420146노트

반응식

HRID 420146 반응식
[CH:1]1([N:4]2[C:12]3[C:7](=[C:8]([O:18][CH3:19])[CH:9]=[C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:11]=3)[CH:6]=[CH:5]2)[CH2:3][CH2:2]1.[Cl:20]N1C(=O)CCC1=O>C1COCC1.CCOC(C)=O>[CH2:16]([O:15][C:13]([C:10]1[CH:11]=[C:12]2[C:7]([C:6]([Cl:20])=[CH:5][N:4]2[CH:1]2[CH2:2][CH2:3]2)=[C:8]([O:18][CH3:19])[CH:9]=1)=[O:14])[CH3:17]

참가 물질

5

반응물 2

HCID 31398ChlorosuccinimideHCID 66649481ethyl 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylate

생성물 1

HCID 66649552ethyl-3-chloro-1-cyclopropyl-4-(methoxy)-1H-indole-6-carboxylate수율 70.5%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

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온도
60 °C

실험 절차

To a stirred solution of 1.29 g of ethyl 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylate in 13 ml of THF was added 801 mg of N-chlorosuccinimide and the mixture was stirred at 60° C. for 2 hrs. After diluted with EtOAc, the mixture was washed successively with water and saturated brine, dried over Na2SO4, and concentrated. The residue was purified on SiO2 column chromatography to afford 1.03 g of ethyl-3-chloro-1-cyclopropyl-4-(methoxy)-1H-indole-6-carboxylate as a colorless solid.

후처리

  1. washthe mixture was washed successively with water and saturated brine
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated
  4. customThe residue was purified on SiO2 column chromatography

출처 및 근거

ORD 기록
ord-df492794a6df4779bd733cdb7b24cbad
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093389B2

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