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Chlorosuccinimide → 3-Chloro-1,2-bis-(4-fluoro-phenyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

HRID 642229
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HRID 642229 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:7]([OH:29])=[C:8]2[CH:14]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)[N:12]([C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)[C:9]2=[CH:10][N:11]=1)=[O:5])[CH3:2].[Cl:30]N1C(=O)CCC1=O>ClC(Cl)(Cl)Cl.C(OOC(C1C=CC=CC=1)=O)(C1C=CC=CC=1)=O>[CH2:1]([O:3][C:4]([C:6]1[C:7]([OH:29])=[C:8]2[C:14]([Cl:30])=[C:13]([C:15]3[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=3)[N:12]([C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)[C:9]2=[CH:10][N:11]=1)=[O:5])[CH3:2]
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참가 물질

5

반응물 2

HCID 31398ChlorosuccinimideHCID 684282431,2-Bis-(4-fluoro-phenyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

생성물 1

HCID 684277533-Chloro-1,2-bis-(4-fluoro-phenyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester수율 74.7%

시약·촉매·용매 2

HCID 7187Benzoyl Peroxide촉매
HCID 5943
Carbon Tetrachloride
용매

실험 절차

The mixture of 1,2-bis-(4-fluoro-phenyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester (80 mg, 0.203 mmol), N-chlorosuccinimide (NCS)(28 mg, 0.203 mmol) and BzOOBz (2.5 mg) in tetrachloromethane (6 mL) was refluxed overnight, then the solvents were removed, the residue was purified on column to give the desired title compound (65 mg); ESI MS (m/z): 429 (M+H+).

후처리

  1. temperaturewas refluxed overnight
  2. customthe solvents were removed
  3. customthe residue was purified on column

출처 및 근거

ORD 기록
ord-2914284086df49c4a6cb581ab2f94ef0
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07696223B2

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