2,2,2-Trifluoroethylhydrazine → 3,3a,4,5,6,7-Hexahydro-3-phenyl-5-(2-phenylethyl)-7-(phenylmethylene)-2-(2,2,2-trifluoroethyl)-2H-pyrazolo-[4,3-c]pyridine

HRID 462260

반응식

HRID 462260 반응식
Cl.[CH:2](=[C:9]1[C:14](=O)[C:13](=[CH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:12][N:11]([CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[F:31][C:32]([F:37])([F:36])[CH2:33][NH:34][NH2:35]>CO>[C:3]1([CH:2]2[CH:9]3[CH2:10][N:11]([CH2:23][CH2:24][C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[CH2:12][C:13](=[CH:16][C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[C:14]3=[N:35][N:34]2[CH2:33][C:32]([F:37])([F:36])[F:31])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 787402,2,2-TrifluoroethylhydrazineHCID 681188373,5-Dibenzylidene-1-(2-phenylethyl)-4-piperidone monohydrochloride

생성물 1

HCID 541622763,3a,4,5,6,7-Hexahydro-3-phenyl-5-(2-phenylethyl)-7-(phenylmethylene)-2-(2,2,2-trifluoroethyl)-2H-pyrazolo-[4,3-c]pyridine수율 114.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Ten grams of 3,5-dibenzylidene-1-(2-phenylethyl)-4-piperidone monohydrochloride and 4.4 g of 70% aqueous 2,2,2-trifluoroethylhydrazine are reacted in 150 ml of methanol at reflux for 4 hours. The solvent is removed on a rotary evaporator leaving 13.1 g of brittle residue. The material is converted to 10.7 g of free base using potassium carbonate and ether extractions. The free base is dissolved in 50 ml of warm isopropyl ether and diluted with 20 ml of hexane. After the solution is cooled to room temperature, seeded and rubbed, the crystalline base gradually separates. After cooling overnight, the solid is filtered, washed with cold 5:2 isopropyl ether-hexane and dried to yield 3.6 g of product, melting point 113°-114° C, sintering at 105° C.

후처리

  1. temperatureat reflux for 4 hours
  2. customThe solvent is removed on a rotary evaporator

출처 및 근거

ORD 기록
ord-a82c7c886fe04636837b8f994ce3f46d
출처 데이터셋
uspto-grants-1977_12
특허 번호
US04065617

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