Sodium hydride → 2-[4-(3-Trifluoromethylphenyl)-1-piperazinyl]-ethyl 3-(8-trifluoromethyl-4-quinolylamino)-2-thiophene-carboxylate

HRID 838947ノート

反応式

HRID 838947 の反応式
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[CH:10][CH:9]=[C:8]2[NH:13][C:14]1[CH:18]=[CH:17][S:16][C:15]=1[C:19]([O:21][CH3:22])=[O:20].[F:25][C:26]([F:43])([F:42])[C:27]1[CH:28]=[C:29]([N:33]2[CH2:38][CH2:37][N:36]([CH2:39]CO)[CH2:35][CH2:34]2)[CH:30]=[CH:31][CH:32]=1.[H-].[Na+]>C1(C)C=CC=CC=1>[F:24][C:2]([F:1])([F:23])[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[CH:10][CH:9]=[C:8]2[NH:13][C:14]1[CH:18]=[CH:17][S:16][C:15]=1[C:19]([O:21][CH2:22][CH2:39][N:36]1[CH2:35][CH2:34][N:33]([C:29]2[CH:30]=[CH:31][CH:32]=[C:27]([C:26]([F:43])([F:25])[F:42])[CH:28]=2)[CH2:38][CH2:37]1)=[O:20]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 2179944-(3-(Trifluoromethyl)phenyl)-1-piperazineethanolHCID 15916787Methyl 3-(8-trifluoromethyl-4-quinolylamino)-2-thiophene-carboxylate

生成物 1

HCID 203254722-[4-(3-Trifluoromethylphenyl)-1-piperazinyl]-ethyl 3-(8-trifluoromethyl-4-quinolylamino)-2-thiophene-carboxylate収率 92.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

反応条件

温度
60 °C

実験手順

A mixture of 7 g of methyl 3-(8-trifluoromethyl-4-quinolylamino)-2-thiophene-carboxylate, 6.17 g of 4-(3-trifluoromethylphenyl)-1-piperazine-ethanol and 50 ml of anhydrous toluene was refluxed for an hour while passing condensed toluene through a column filled with siliporite and the mixture was cooled to 60° C. 150 mg of sodium hydride were added and the mixture was refluxed with stirring for 10 hours. The toluene was distilled and the residue was extracted with ether, washed with water and dried. The product was crystallized from methylene chloride to obtain 10.9 g of 2-[4-(3-trifluoromethylphenyl)-1-piperazinyl]-ethyl 3-(8-trifluoromethyl-4-quinolylamino)-2-thiophene-carboxylate.

後処理

  1. temperaturewas refluxed for an hour
  2. additionfilled with siliporite and the mixture
  3. temperaturethe mixture was refluxed
  4. distillationThe toluene was distilled
  5. extractionthe residue was extracted with ether
  6. washwashed with water
  7. customdried
  8. customThe product was crystallized from methylene chloride

出典と根拠

ORDレコード
ord-205c3ad1d60c43f0b14cf8a091ab813a
出典データセット
uspto-grants-1978_06
特許番号
US04093724

反応ノート

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