5-Nitroindazole → 5-Nitro-1-({5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-1H-indazole

HRID 1188516

Reaktionsgleichung

[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[CH:7]2)([O-:3])=[O:2].[F:13][C:14]([F:29])([F:28])[C:15]1[CH:16]=[C:17]([C:21]2[O:25][N:24]=[C:23]([CH2:26]Cl)[N:22]=2)[CH:18]=[CH:19][CH:20]=1>>[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:26][C:23]1[N:22]=[C:21]([C:17]3[CH:18]=[CH:19][CH:20]=[C:15]([C:14]([F:29])([F:13])[F:28])[CH:16]=3)[O:25][N:24]=1)[N:8]=[CH:7]2)([O-:3])=[O:2]

Komponenten

Edukt 2

HCID 215015-Nitroindazole

HCID 27366223-(Chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole

Produkt 1

HCID 578003725-Nitro-1-({5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-1H-indazole

Versuchsvorschrift

Synthesized as described in Example 4 using 5-nitro-1H-indazole and 5-[3(trifluoromethyl)phenyl]-3-(chloromethyl)-1,2,4-oxadiazole to afford a mixture of regioisomers. The following data are for the title regioisomer: 1H NMR (400 MHz, CDCl3) δ 8.75 (d, J=1.7 Hz, 1H), 8.34 (m, 2H), 8.27 (m, 2H), 7.84 (d, J=7.8 Hz, 1H), 7.65 (m, 2H), 5.83 (s, 2H); MS (ES) m/z 389 (M+).

Aufarbeitung

customSynthesized
customto afford
additiona mixture of regioisomers

Quellen und Nachweise

ORD-Eintrag: ord-9abdc78a5f2947a7b1db9ce6d3a31213
Quelldatensatz: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08673948B2

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