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Water → 7-chloro-1H-indazole-5-carboxylic acid

HRID 1892576
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HRID 1892576 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:11]#N)[CH:5]=[C:6]2[C:10]=1[NH:9][N:8]=[CH:7]2.[OH2:13].[OH-:14].[K+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:11]([OH:14])=[O:13])[CH:5]=[C:6]2[C:10]=1[NH:9][N:8]=[CH:7]2
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참가 물질

5

반응물 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 669205317-chloro-1H-indazole-5-carbonitrile

생성물 1

HCID 582525987-chloro-1H-indazole-5-carboxylic acid수율 60%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a mixture of 7-chloro-1H-indazole-5-carbonitrile (1.36 g, 7.66 mmol) in ethanol (52.5 mL) was added water (17.5 mL) and potassium hydroxide (6.44 g, 115 mmol). The reaction mixture was heated at reflux for 16 hours. The reaction mixture was cooled to room temperature, extracted twice with ethyl ether, acidified the aqueous with 1N hydrochloric acid and the resultant precipitate was filtered to afford 7-chloro-1H-indazole-5-carboxylic acid as a brown solid (900 mg, 60%): −ESI MS (M−H) 195.2.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 16 hours
  3. extractionextracted twice with ethyl ether
  4. filtrationthe resultant precipitate was filtered

출처 및 근거

ORD 기록
ord-51670a19323740ae9abf67f253d3f8b1
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08507681B2

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