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m-Chloroperbenzoic acid → tert-butyl [4-(2-ethyl-5-oxido-1H-imidazo[4,5-c]quinolin-1-yl)butyl]tetrahydro-2H-pyran-4-ylcarbamate

HRID 62030
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HRID 62030 반응식
[C:1]([O:5][C:6](=[O:33])[N:7]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]1[C:30]2[C:29]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[N:23]=[CH:22][C:21]=2[N:20]=[C:19]1[CH2:31][CH3:32])[CH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].ClC1C=CC=C(C(OO)=[O:42])C=1>C(Cl)(Cl)Cl>[C:1]([O:5][C:6](=[O:33])[N:7]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]1[C:30]2[C:29]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[N+:23]([O-:42])=[CH:22][C:21]=2[N:20]=[C:19]1[CH2:31][CH3:32])[CH:8]1[CH2:9][CH2:10][O:11][CH2:12][CH2:13]1)([CH3:4])([CH3:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 67431108tert-butyl [4-(2-ethyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]tetrahydro-2H-pyran-4-ylcarbamate

생성물 1

HCID 67431480tert-butyl [4-(2-ethyl-5-oxido-1H-imidazo[4,5-c]quinolin-1-yl)butyl]tetrahydro-2H-pyran-4-ylcarbamate

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

To a solution of tert-butyl[4-(2-ethyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]tetrahydro-2H-pyran-4-ylcarbamate in chloroform was added m-chloroperbenzoic acid (4 eq.) and stirred at ambient temperature for 2 hrs. Reaction mixture was then diluted with chloroform and washed with saturated sodium bicarbonate solution. Organic layer was dried over sodium sulphate and concentrated under reduced pressure to yield sticky mass. Product was then purified using silica gel column chromatography to afford tert-butyl[4-(2-ethyl-5-oxido-1H-imidazo[4,5-c]quinolin-1-yl)butyl]tetrahydro-2H-pyran-4-ylcarbamate.

후처리

  1. customReaction mixture
  2. washwashed with saturated sodium bicarbonate solution
  3. dry with materialOrganic layer was dried over sodium sulphate
  4. concentrationconcentrated under reduced pressure
  5. customto yield sticky mass
  6. customProduct was then purified

출처 및 근거

ORD 기록
ord-980d1dde98934d5ba9205d429b9d045f
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09446040B2

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