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Ammonium formate → 4-Hydroxy-1-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

HRID 642215
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HRID 642215 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:7]([OH:22])=[C:8]2[CH:14]=[C:13](Br)[N:12]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:9]2=[CH:10][N:11]=1)=[O:5])[CH3:2].C([O-])=O.[NH4+]>[Pd].CCOC(C)=O>[CH2:1]([O:3][C:4]([C:6]1[C:7]([OH:22])=[C:8]2[CH:14]=[CH:13][N:12]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:9]2=[CH:10][N:11]=1)=[O:5])[CH3:2]
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참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 684286672-Bromo-4-hydroxy-1-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

생성물 1

HCID 684267014-Hydroxy-1-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester수율 82.9%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매2회

실험 절차

A mixture of 2-bromo-4-hydroxy-1-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester (34 mg, 0.094 mmol), 10% palladium on carbon (10 mg), ammonium formate (119 mg, 1.88 mmol) in EtOAc (2 ml) was refluxed overnight; then the mixture was diluted with EtOAc, the solids were filtered off, the filtrate was concentrated and the resulting residue was purified on column to give the title product (22 mg) as a clear oil; ESI MS (m/z): 283 (M+H+).

후처리

  1. temperaturewas refluxed overnight
  2. filtrationthe solids were filtered off
  3. concentrationthe filtrate was concentrated
  4. customthe resulting residue was purified on column

출처 및 근거

ORD 기록
ord-60b07e474258486db2f599fcafd8d60f
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07696223B2

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