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

HRID 462255

Reaktionsgleichung

Reaktionsgleichung von HRID 462255
[ClH:1].[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][NH:11][CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[F:23][C:24]([F:29])([F:28])[CH2:25][NH:26][NH2:27]>CO>[ClH:1].[C:3]1([CH:2]2[CH:9]3[CH2:10][NH:11][CH2:12][C:13](=[CH:16][C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[C:14]3=[N:27][N:26]2[CH2:25][C:24]([F:29])([F:28])[F:23])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Komponenten

4

Edukt 2

HCID 787402,2,2-TrifluoroethylhydrazineHCID 3557494-Piperidinone, 3,5-bis(phenylmethylene)-, hydrochloride

Produkt 1

HCID 1317109933,3a,4,5,6,7-hexahydro-3-phenyl-7-(phenylmethylene)-2-(2,2,2-trifluoroethyl)-2H-pyrazolo[4,3-c]-pyridine, monohydrochlorideAusbeute 107 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

3,5-Dibenzylidene-4-piperidone, hydrochloride (10.0g) is reacted with 5.8 g of 70% aqueous 2,2,2-trifluoroethylhydrazine in 220 ml of methanol at reflux for 4 hours. Evaporation of the methanol on a rotary evaporator leaves 14 g of a foamy residue which crystallizes when triturated with 50 ml of boiling acetonitrile to yield (after cooling for about 16 hours) 10.3 g of material, melting point 206°-209° C (sintering at 195° C). Crystallization from 80 ml of ethanol yields 6.7 g of product, melting point 207°-209° C, sintering at 196° C.

Aufarbeitung

  1. temperatureat reflux for 4 hours
  2. customEvaporation of the methanol
  3. customon a rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-c6ed15a73c8940a9a85cad248df3f631
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04065617

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