4-Fluorobenzonitrile → HCID 69275465, compound

HRID 2219413Notes

Reaction equation

[C:1]1([C:7]2[C:11]([C:12]3[N:13]=[CH:14][NH:15][CH:16]=3)=[C:10]([CH2:17][O:18][CH3:19])[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.F[C:21]1[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[CH:23][CH:22]=1>>[CH3:19][O:18][CH2:17][C:10]1[O:9][N:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:11]=1[C:12]1[N:13]=[CH:14][N:15]([C:21]2[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[CH:23][CH:22]=2)[CH:16]=1

Participants

Reactant 2

HCID 145174-Fluorobenzonitrile

HCID 178494752HCID 178494752, compound

Product 1

HCID 69275465HCID 69275465, compoundYield 42%

Procedure

As described for Example 1f, 3-phenyl-4-(1H-imidazol-4-yl)-5-methoxymethyl-isoxazole (128 mg, 0.50 mmol) was converted, using 4-fluorobenzonitrile instead of 1-(4-fluorophenyl)-ethanone, to the title compound (75 mg, 42%) which was obtained as an off-white solid. MS: m/e=357.0[M+H]+.

Sources & evidence

ORD record: ord-2fe2a6d90736439da7796d91990caef9
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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