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

HRID 838947노트

반응식

HRID 838947 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매2회

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-205c3ad1d60c43f0b14cf8a091ab813a
출처 데이터셋
uspto-grants-1978_06
특허 번호
US04093724

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