Pyrazole → cis-4,6-Diethyl-5-(4-fluorophenylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine

HRID 15767

Reaktionsgleichung

Reaktionsgleichung von HRID 15767
[CH2:1]([CH:3]1[CH2:8][C:7](=O)[CH2:6][CH:5]([CH2:10][CH3:11])[N:4]1[S:12]([C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1)(=[O:14])=[O:13])[CH3:2].C([C@H]1N[C@@H](CC)CC2(OCCO2)C1)C.FC1C=CC(S(Cl)(=O)=O)=CC=1.CN(C(OC)OC)C.[NH:55]1[CH:59]=CC=[N:56]1.O.NN>>[CH2:1]([C@H:3]1[C:8]2[CH:59]=[N:55][NH:56][C:7]=2[CH2:6][C@@H:5]([CH2:10][CH3:11])[N:4]1[S:12]([C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1)(=[O:14])=[O:13])[CH3:2]

Komponenten

7

Edukt 6

HCID 1048PyrazoleHCID 95884-Fluorobenzenesulfonyl chlorideHCID 24654Hydrazine hydrate (1:1)HCID 78373Dimethylformamide dimethyl acetalHCID 59342374cis-7,9-Diethyl-1,4-dioxa-8-azaspiro[4.5]decaneHCID 685019882,6-Diethyl-1-(4-fluorophenylsulfonyl)piperidin-4-one

Produkt 1

HCID 68499313cis-4,6-Diethyl-5-(4-fluorophenylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine

Versuchsvorschrift

Prepared by treatment of 2,6-diethyl-1-(4-fluorophenylsulfonyl)piperidin-4-one, which was prepared by sulfonylation of compound 126 using 4-fluorobenzenesulfonyl chloride followed by deprotection as shown in Example 17, with DMF-DMA followed by pyrazole formation using hydrazine hydrate as shown in Example 15.

Quellen und Nachweise

ORD-Eintrag
ord-2b900573df6e4375b11784a30c453654
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732609B2

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