HCID 21934276, compound → HCID 21934133, compound

HRID 891328Notes

Reaction equation

HRID 891328 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:13](=[O:14])[C:12]([C:15]3C=CC(F)=CC=3)=[C:11]([C:22]3[CH:27]=[CH:26][C:25]([S:28][CH3:29])=[C:24]([CH3:30])[CH:23]=3)[CH:10]=[N:9]2)[CH:5]=[CH:6][CH:7]=1.ClC1C=C(N2C(=O)C(OC)=C(C3C=CC(SC)=C(C)C=3)C=N2)C=CC=1.FC1C=CC([Mg]Br)=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:13](=[O:14])[C:12]([CH3:15])=[C:11]([C:22]3[CH:27]=[CH:26][C:25]([S:28][CH3:29])=[C:24]([CH3:30])[CH:23]=3)[CH:10]=[N:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 21934276HCID 21934276, compoundHCID 22242707HCID 22242707, compoundHCID 178418676HCID 178418676, compound

Product 1

HCID 21934133HCID 21934133, compound

Procedure

2-(3-Chlorophenyl)-4-(4-fluorophenyl)-5-[3-methyl-4-(methylthio)phenyl]-3(2H)-pyridazinone, was prepared according to the method of Example 228, starting with 2-(3-chlorophenyl)-4-methoxy-5-[3-methyl-4-(methylthio)phenyl]-3(2H)-pyridazinone in place of 2-(4-fluorophenyl)-4-methoxy-5-[4-(methylthio)phenyl]-3(2H)-pyridazinone and substituting 4-fluorophenyl magnesium bromide in place of cyclohexylmagnesium chloride (yield: 180 mg, 94%). 1H NMR (300 MHz, CDCl3) δ 2.25 (s, 3H), 2.56 (s, 3H), 7.28-7.45 (m, 6H), 7.58-7.63 (m, 1H), 7.71-7.74 (m, 1H), 7.82 (s, 1H). MS (APCI+) m/z 343 (M+H)+ and m/z 360 (M+NH4)+.

Sources & evidence

ORD record
ord-ebd0ba48d8174248a6e2532753bc425a
Source dataset
uspto-grants-2006_02
Patent number
US07001895B2

Reaction notes

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