1-(4-Bromo-2-fluorophenyl)cyclopropane-1-carbonitrile → 2-(4-Bromo-2-fluoro-5-methoxy-phenyl)-2-methyl-propionitrile

HRID 858702Notes

Reaction equation

HRID 858702 reaction equation
C1(C2(CC[C:16]3[C:21]([O:22][CH3:23])=[CH:20][C:19]([C:24]([CH3:28])([CH3:27])[C:25]#[N:26])=[C:18]([F:29])[CH:17]=3)CC(O)=CC(=O)O2)CCCC1.[Br:30]C1C=CC(C2(C#N)CC2)=C(F)C=1>>[Br:30][C:16]1[C:21]([O:22][CH3:23])=[CH:20][C:19]([C:24]([CH3:28])([CH3:27])[C:25]#[N:26])=[C:18]([F:29])[CH:17]=1

Participants

3

Reactant 2

HCID 587623291-(4-Bromo-2-fluorophenyl)cyclopropane-1-carbonitrileHCID 688652622-{4-[2-(2-Cyclopentyl-4-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)-ethyl]-2-fluoro-5-methoxy-phenyl}-2-methyl-propionitrile

Product 1

HCID 688687962-(4-Bromo-2-fluoro-5-methoxy-phenyl)-2-methyl-propionitrile

Procedure

The desired product was prepared analogously to Example A (97) step 2, substituting (4-Bromo-2-fluoro-5-methoxy-phenyl)-acetonitrile (1.95 g, 8.0 mmol) from step 4 below in place of 1-(4-bromo-2-fluoro-phenyl)-cyclopropanecarbonitrile. Yield: 8.72 g, 96.0%. 1H NMR (CDCl3) δ: 1.34 (s, 6H), 3.92 (s, 3H), 7.06 (d, J=6.8 Hz, 1H), 7.33 (d, J=10.6 Hz, 1H).

Sources & evidence

ORD record
ord-8d79a709bd0d4867a97e41cef8e4d3f1
Source dataset
uspto-grants-2006_12
Patent number
US07148226B2

Reaction notes

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