(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile → HCID 86721478, compound

HRID 869615Notes

Reaction equation

HRID 869615 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][N:5]2[C:10]=1I.[F:12][C:13]1[CH:14]=[CH:15][C:16]2=[C:17]([CH:33]=1)[O:18][CH2:19][C:20]1[CH:30]=[C:29]([CH:31]=[O:32])[CH:28]=[CH:27][C:21]=1/[C:22]/2=[C:23](/[CH3:26])\[C:24]#[N:25]>>[Cl:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][N:5]2[C:10]=1[CH:31]([OH:32])[C:29]1[CH:28]=[CH:27][C:21]2/[C:22](=[C:23](/[CH3:26])\[C:24]#[N:25])/[C:16]3[CH:15]=[CH:14][C:13]([F:12])=[CH:33][C:17]=3[O:18][CH2:19][C:20]=2[CH:30]=1

Participants

3

Reactant 2

HCID 86721404(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrileHCID 86721479HCID 86721479, compound

Product 1

HCID 86721478HCID 86721478, compoundYield 45%

Procedure

[step 2] Using 2-chloro-3-iodoimidazo[1,2-a]pyridine (500 mg, 1.80 mmol) obtained in step 1 and (E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile (263 mg, 0.90 mmol) obtained in Reference Example 5, and in the same manner as in Reference Example 8F, step 4, (E)-2-{8-[(2-chloroimidazo[1,2-a]pyridin-3-yl)(hydroxy)methyl]-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene}propanenitrile (179 mg, 45%) was obtained.

Workup

  1. customobtained in Reference Example 5

Sources & evidence

ORD record
ord-6ff1dd1739664c06b2f3a4afb1b156d6
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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