Ethanol → 1-phenyl-3-(1-piperazinyl)-1H-indazole

HRID 655010

反応式

HRID 655010 の反応式
C(OC([N:6]1[CH2:11][CH2:10][N:9]([C:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:13]=2)[CH2:8][CH2:7]1)=O)C.[OH-].[K+].C(O)C>O>[C:21]1([N:14]2[C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:12]([N:9]3[CH2:10][CH2:11][NH:6][CH2:7][CH2:8]3)=[N:13]2)[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

参加物

5

反応物 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 151170734-(1-phenyl-1H-indazol-3-yl)-1-piperazine carboxylic acid ethyl ester

生成物 1

HCID 97956441-phenyl-3-(1-piperazinyl)-1H-indazole収率 86.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A stirred solution of 6.4 g of 4-(1-phenyl-1H-indazol-3-yl)-1-piperazine carboxylic acid ethyl ester, 6.1 g of potassium hydroxide in 60 ml of water, and 120 ml of ethanol was refluxed under nitrogen for 32 hours. The reaction mixture was concentrated in vacuo, diluted with water, and extracted with diethyl ether. The extract was washed with water and then with brine, dried over anhydrous magnesium sulfate, and concentrated to give 4.4 g of 1-phenyl-3-(1-piperazinyl)-1H-indazole as a solid. The solid was dissolved in ethyl acetate/diethyl ether and treated with ethereal hydrogen chloride to precipitate the hydrochloride salt. Recrystallization from methanol/diethyl ether gave 2.5 g (45%) of 1-phenyl-3-(1-piperazinyl-1H-indazole hydrochloride, mp 265°-267°.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additiondiluted with water
  3. extractionextracted with diethyl ether
  4. washThe extract was washed with water
  5. dry with materialwith brine, dried over anhydrous magnesium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-f37bba54f09941f38537fa1cce7e0f5e
出典データセット
uspto-grants-1992_07
特許番号
US05134236

関連ノート

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