(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile → HCID 86721471, compound

HRID 869611Notes

Reaction equation

HRID 869611 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]2[C:8](I)=[C:9]([CH3:11])[N:10]=[C:4]2[CH:3]=1.[F:13][C:14]1[CH:15]=[CH:16][C:17]2=[C:18]([CH:34]=1)[O:19][CH2:20][C:21]1[CH:31]=[C:30]([CH:32]=[O:33])[CH:29]=[CH:28][C:22]=1/[C:23]/2=[C:24](/[CH3:27])\[C:25]#[N:26]>>[F:13][C:14]1[CH:15]=[CH:16][C:17]2=[C:18]([CH:34]=1)[O:19][CH2:20][C:21]1[CH:31]=[C:30]([CH:32]([OH:33])[C:8]3[N:5]4[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]4=[N:10][C:9]=3[CH3:11])[CH:29]=[CH:28][C:22]=1/[C:23]/2=[C:24](/[CH3:27])\[C:25]#[N:26]

Participants

3

Reactant 2

HCID 86721404(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrileHCID 86721472HCID 86721472, compound

Product 1

HCID 86721471HCID 86721471, compoundYield 100.8%

Procedure

[step 3] Using 7-bromo-3-iodo-2-methylimidazo[1,2-a]pyridine (3.2 g, 9.5 mmol) obtained in step 2 and (E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile (1.7 g, 5.9 mmol) obtained in Reference Example 5, and in the same manner as in Reference Example 14A, step 3, (E)-2-{3-fluoro-8-[hydroxy(7-bromo-2-methylimidazo[1,2-a]pyridin-3-yl)methyl]dibenzo[b,e]oxepin-11(6H)-ylidene}propanenitrile (3.0 g, 99%) was obtained.

Workup

  1. customobtained in Reference Example 5

Sources & evidence

ORD record
ord-cb7035fbb1704e38be2757dc3ee0d997
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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