4-Fluorophenylboronic acid → HCID 21933850, compound

HRID 381865

Reaction equation

HRID 381865 reaction equation
[C:1]1([N:7]2[C:12](=[O:13])[C:11](Cl)=[C:10]([O:15][CH3:16])[CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:17][C:18]1[CH:23]=[CH:22][C:21](B(O)O)=[CH:20][CH:19]=1>>[C:1]1([N:7]2[C:12](=[O:13])[C:11]([C:21]3[CH:22]=[CH:23][C:18]([F:17])=[CH:19][CH:20]=3)=[C:10]([O:15][CH3:16])[CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 3498424-Chloro-5-methoxy-2-phenyl-3(2H)-pyridazinone

Product 1

HCID 21933850HCID 21933850, compoundYield 96%

Procedure

The 2-phenyl-4-chloro-5-methoxy-3(2H)-pyridazinone product was coupled with 4-fluorophenylboronic acid according to the method of Example 6 to provide 2-phenyl-4-(4-fluorophenyl)-5-methoxy-3(2H)-pyridazinone (yield: 1.1 g; 96%). 1H NMR (300 MHz, CDCl3) δ 4.00 (s, 3H), 7.10 (t, J=9 Hz, 2H), 7.45 (m, 3H), 7.60 (m, 4H), 8.06 (s, 1H). MS (DCI/NH3) m/z 297 (M+H)+.

Sources & evidence

ORD record
ord-efa2b98dca1f45ed9130fed57c87fcfa
Source dataset
uspto-grants-2001_10
Patent number
US06307047B1

Linked notes

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