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Bromine → Ethyl 8-(benzyloxy)-6-bromo-2-(4-fluorobenzyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]-pyrazine-7-carboxylate

HRID 494084
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HRID 494084 반응식
[CH2:1]([O:8][C:9]1[C:10]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:11][N:12]2[CH2:17][CH2:16][N:15]([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[C:14](=[O:26])[C:13]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)(O)[O-].[Na+].[Br:37]Br>ClCCl>[CH2:1]([O:8][C:9]1[C:10]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[C:11]([Br:37])[N:12]2[CH2:17][CH2:16][N:15]([CH2:18][C:19]3[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=3)[C:14](=[O:26])[C:13]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

5

반응물 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 68864638Ethyl 8-(benzyloxy)-2-(4-fluorobenzyl)-1-oxo-1,2,3,4-tetrahydro-pyrrolo[1,2-a]-pyrazine-7-carboxylate

생성물 1

HCID 68864116Ethyl 8-(benzyloxy)-6-bromo-2-(4-fluorobenzyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]-pyrazine-7-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매
2회

실험 절차

To a mixture of ethyl 8-(benzyloxy)-2-(4-fluorobenzyl)-1-oxo-1,2,3,4-tetrahydro-pyrrolo[1,2-a]-pyrazine-7-carboxylate (8.0 g, 18.9 mmol) and sodium bicarbonate (4.8 g, 56.8 mmol) in dichloromethane (100 mL) at room temperature, a solution of bromine (3.5 g, 21.7 mmol) in dichloromethane (30 mL) was added dropwise. The reaction mixture was stirred at room temperature for 30 minutes, filtered, and concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluted with a hexanes and ethyl acetate gradient to provide the titled product.

후처리

  1. filtrationfiltered
  2. concentrationconcentrated under vacuum
  3. washeluted with a hexanes and ethyl acetate gradient

출처 및 근거

ORD 기록
ord-b64154e75c174a42ab2a9e5d7eda0430
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07538112B2

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