(E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrile → HCID 86721444, compound

HRID 869593Notes

Reaction equation

HRID 869593 reaction equation
[CH2:1]([C:3]1[NH:4][CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1)[CH3:2].Br[CH2:15][C:16]1[CH:35]=[CH:34][C:19]2/[C:20](=[C:30](/[CH3:33])\[C:31]#[N:32])/[C:21]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:22]=3[O:23][CH2:24][C:18]=2[CH:17]=1>>[CH2:1]([C:3]1[N:4]([CH2:15][C:16]2[CH:35]=[CH:34][C:19]3/[C:20](=[C:30](/[CH3:33])\[C:31]#[N:32])/[C:21]4[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:22]=4[O:23][CH2:24][C:18]=3[CH:17]=2)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1)[CH3:2]

Participants

3

Reactant 2

HCID 86721333(E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrileHCID 178437563HCID 178437563, compound

Product 1

HCID 86721444HCID 86721444, compoundYield 92.9%

Procedure

Using 2-ethyl-4-phenyl-1H-imidazole (Tetrahedron Letters, 1967, p 265, 47 mg, 0.273 mmol) and (E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrile (90 mg, 0.273 mmol) obtained in Reference Example 1, and in the same manner as in Reference Example 1A, the title compound (114 mg, 92%) was obtained.

Workup

  1. customobtained in Reference Example 1

Sources & evidence

ORD record
ord-1857ea6f725e49b0b0d7a9dc5b50ea92
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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