(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile → HCID 86721426, compound

HRID 869580Notes

Reaction equation

HRID 869580 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]2[C:8](I)=[C:9]([CH2:11][CH3:12])[N:10]=[C:4]2[CH:3]=1.[F:14][C:15]1[CH:16]=[CH:17][C:18]2=[C:19]([CH:35]=1)[O:20][CH2:21][C:22]1[CH:32]=[C:31]([CH:33]=[O:34])[CH:30]=[CH:29][C:23]=1/[C:24]/2=[C:25](/[CH3:28])\[C:26]#[N:27]>>[F:14][C:15]1[CH:16]=[CH:17][C:18]2=[C:19]([CH:35]=1)[O:20][CH2:21][C:22]1[CH:32]=[C:31]([CH:33]([C:8]3[N:5]4[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]4=[N:10][C:9]=3[CH2:11][CH3:12])[OH:34])[CH:30]=[CH:29][C:23]=1/[C:24]/2=[C:25](/[CH3:28])\[C:26]#[N:27]

Participants

3

Reactant 2

HCID 86721404(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrileHCID 86721427HCID 86721427, compound

Product 1

HCID 86721426HCID 86721426, compoundYield 89%

Procedure

[step 3] Using 7-chloro-2-ethyl-3-iodoimidazo[1,2-a]pyridine (700 mg, 2.28 mmol) obtained in step 2 and (E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile (335 mg, 1.14 mmol) obtained in Reference Example 5, and in the same manner as in Reference Example 8A, step 3, (E)-2-{3-fluoro-8-[(7-chloro-2-ethylimidazo[1,2-a]pyridin-3-yl)(hydroxy)methyl]dibenzo[b,e]oxepin-11(6H)-ylidene}propanenitrile (480 mg, 89%) was obtained.

Workup

  1. customobtained in Reference Example 5

Sources & evidence

ORD record
ord-285b482db3f5493c8b5050798eb09070
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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