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Hydrochloric Acid → 3-Chloro-1-(4-isopropoxyphenyl)-5-(5-trifluoromethylpyrid-2-yl)-1H-indole-2-carboxylic acid

HRID 646141
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HRID 646141 반응식
C([O:3][C:4]([C:6]1[N:7]([C:26]2[CH:31]=[CH:30][C:29]([O:32][CH:33]([CH3:35])[CH3:34])=[CH:28][CH:27]=2)[C:8]2[C:13]([C:14]=1[Cl:15])=[CH:12][C:11]([C:16]1[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][N:17]=1)=[CH:10][CH:9]=2)=[O:5])C.[OH-].[Na+].Cl>O1CCOCC1.O>[Cl:15][C:14]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:16]3[CH:21]=[CH:20][C:19]([C:22]([F:23])([F:25])[F:24])=[CH:18][N:17]=3)[CH:12]=2)[N:7]([C:26]2[CH:31]=[CH:30][C:29]([O:32][CH:33]([CH3:34])[CH3:35])=[CH:28][CH:27]=2)[C:6]=1[C:4]([OH:5])=[O:3]
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참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 684751033-Chloro-1-(4-isopropoxyphenyl)-5-(5-trifluoromethylpyridin-2-yl)indole-2-carboxylic acid ethyl ester

생성물 1

HCID 686972133-Chloro-1-(4-isopropoxyphenyl)-5-(5-trifluoromethylpyrid-2-yl)-1H-indole-2-carboxylic acid수율 62%

시약·촉매·용매 2

HCID 962Water
용매
HCID 312751,4-Dioxane용매

실험 절차

To a solution of 3-chloro-1-(4-isopropoxyphenyl)-5-(5-trifluoromethylpyrid-2-yl)-1H-indole-2-carboxylic acid ethyl ester (see step (a) above; 500 mg, 1.0 mmol) in dioxane (5 mL) was added NaOH (aq. 2N, 2.5 mL) and the reaction was refluxed for 4 h. After cooling to room temperature, the reaction was diluted with water and acidified by the addition of HCl (aq. 1N) to about pH 6. The precipitate was filtered, washed with water and dried. Recrystallisation (from EtOAc/petroleum ether) afforded the title compound (289 mg, 62%).

후처리

  1. temperaturethe reaction was refluxed for 4 h
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried
  5. customRecrystallisation (from EtOAc/petroleum ether)

출처 및 근거

ORD 기록
ord-d8476b70c30942eaab76ba0289e4b0dd
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07705023B2

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