Ammonia → 4-Fluorophenyl-4-(4-fluorophenoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone

HRID 381890Notizen

Reaktionsgleichung

[F:1][C:2]1[CH:25]=[CH:24][C:5]([O:6][C:7]2[C:8](=[O:23])[NH:9][N:10]=[CH:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.[F:26][C:27]1[CH:32]=[CH:31][C:30](I)=[CH:29][CH:28]=1.N>>[F:26][C:27]1[CH:32]=[CH:31][C:30]([N:9]2[C:8](=[O:23])[C:7]([O:6][C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:25][CH:24]=3)=[C:12]([C:13]3[CH:14]=[CH:15][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:17][CH:18]=3)[CH:11]=[N:10]2)=[CH:29][CH:28]=1

Komponenten

Edukt 3

HCID 222Ammonia

HCID 96054-Fluoroiodobenzene

HCID 219341624-(4-fluorophenoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone

Produkt 1

HCID 103439374-Fluorophenyl-4-(4-fluorophenoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone

Versuchsvorschrift

The title compound was prepared according to Example 93, starting with 4-(4-fluorophenoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone and substituting 1-fluoro-4-iodobenzene in place of 4-bromothioanisole (yield: 60 mg, 53%). mp 83-85° C. 1H NMR (300 MHz, CDCl3) δ 3.10 (s, 3H), 6.89-7.03 (m, 4H), 7.15 (t, J=9 Hz, 2H), 7.65 (dd, J=9 Hz, 6 Hz, 2H), 7.83 (d, J=6 Hz, 2H), 8.07 (d, J=9 Hz, 2H), 8.08 (s, 1H). MS (DCI/NH3) m/z 455 (M+H)+, 472 (M+NH4)+.

Quellen und Nachweise

ORD-Eintrag: ord-b6d9f581c8d44462bae2101abe411f5c
Quelldatensatz: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06307047B1

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