1-(3,4-Dichlorophenyl)-4,4,4-trifluorobutane-1,3-dione → 5-(3,4-Dichloro-phenyl)-3-pyridin-3-yl-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine

HRID 2054247

Reaktionsgleichung

Reaktionsgleichung von HRID 2054247
[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=O)[CH2:10][C:11](=O)[C:12]([F:15])([F:14])[F:13])[CH:5]=[CH:6][C:7]=1[Cl:8].[NH2:18][C:19]1[C:23]([C:24]2[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=2)=[CH:22][NH:21][N:20]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]=[C:11]([C:12]([F:15])([F:14])[F:13])[N:20]3[N:21]=[CH:22][C:23]([C:24]4[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=4)=[C:19]3[N:18]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Komponenten

3

Edukt 2

HCID 124462551-(3,4-Dichlorophenyl)-4,4,4-trifluorobutane-1,3-dioneHCID 178509255HCID 178509255, Verbindung

Produkt 1

HCID 672130535-(3,4-Dichloro-phenyl)-3-pyridin-3-yl-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidineAusbeute 67 %

Versuchsvorschrift

Reaction of 1-(3,4-dichloro-phenyl)-4,4,4-trifluoro-butane-1,3-dione (285 mg, 1.0 mmol), prepared from commercially available 3,4-dichloro-acetophenone according to general procedure A, and 3-amino-4-(3-pyridinyl)-pyrazole [CAS No. 40545-68-2; prepared from 3-cyanomethyl-pyridine as described in Bioorg. Med. Chem. Lett. 12 (2002) 3537-3541] (160 mg, 1.0 mmol) according to general procedure B yielded the title compound as a light yellow solid (274 mg, 67%). MS (ISP) 409.1 [(M+H)+]; mp 224° C.

Quellen und Nachweise

ORD-Eintrag
ord-f122a4bcff944d8ebc348d06652baa8f
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07329662B2

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