(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile → HCID 86721434, compound

HRID 869585Notes

Reaction equation

HRID 869585 reaction equation
I[C:2]1[N:6]2[CH:7]=[CH:8][C:9]([O:11][CH3:12])=[N:10][C:5]2=[N:4][C:3]=1[CH:13]([CH3:15])[CH3:14].[F:16][C:17]1[CH:18]=[CH:19][C:20]2=[C:21]([CH:37]=1)[O:22][CH2:23][C:24]1[CH:34]=[C:33]([CH:35]=[O:36])[CH:32]=[CH:31][C:25]=1/[C:26]/2=[C:27](/[CH3:30])\[C:28]#[N:29]>>[F:16][C:17]1[CH:18]=[CH:19][C:20]2=[C:21]([CH:37]=1)[O:22][CH2:23][C:24]1[CH:34]=[C:33]([CH:35]([OH:36])[C:2]3[N:6]4[CH:7]=[CH:8][C:9]([O:11][CH3:12])=[N:10][C:5]4=[N:4][C:3]=3[CH:13]([CH3:15])[CH3:14])[CH:32]=[CH:31][C:25]=1/[C:26]/2=[C:27](/[CH3:30])\[C:28]#[N:29]

Participants

3

Reactant 2

HCID 86721404(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrileHCID 86721435HCID 86721435, compound

Product 1

HCID 86721434HCID 86721434, compoundYield 63%

Procedure

[step 4] Using 3-iodo-2-isopropyl-7-methoxyimidazo[1,2-a]pyrimidine (649 mg, 2.05 mmol) obtained in step 3 and (E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile (300 mg, 1.02 mmol) obtained in Reference Example 5, and in the same manner as in Reference Example 8A, step 3, (E)-2-{3-fluoro-8-[(hydroxy) (2-isopropyl-7-methoxyimidazo[1,2-a]pyrimidin-3-yl)methyl]dibenzo[b,e]oxepin-11(6H)-ylidene}propanenitrile (310 mg, 63%) was obtained.

Workup

  1. customobtained in Reference Example 5

Sources & evidence

ORD record
ord-ee91476af9504fd8916353bd93c5c72d
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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