(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile → HCID 86721464, compound

HRID 869607Notes

Reaction equation

HRID 869607 reaction equation
[CH:1]1([C:4]2[N:5]=[C:6]3[C:11]([O:12][CH3:13])=[N:10][CH:9]=[CH:8][N:7]3[C:14]=2I)[CH2:3][CH2:2]1.[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]>>[CH:1]1([C:4]2[N:5]=[C:6]3[C:11]([O:12][CH3:13])=[N:10][CH:9]=[CH:8][N:7]3[C:14]=2[CH:35]([OH:36])[C:33]2[CH:32]=[CH:31][C:25]3/[C:26](=[C:27](/[CH3:30])\[C:28]#[N:29])/[C:20]4[CH:19]=[CH:18][C:17]([F:16])=[CH:37][C:21]=4[O:22][CH2:23][C:24]=3[CH:34]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 86721404(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrileHCID 86721465HCID 86721465, compound

Product 1

HCID 86721464HCID 86721464, compoundYield 104.8%

Procedure

[step 3] Using 2-cyclopropyl-3-iodo-8-methoxyimidazo[1,2-a]pyrazine (9.2 g, 29 mmol) obtained in step 2 and (E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile (5.3 g, 18 mmol) obtained in Reference Example 5, and in the same manner as in Reference Example 14A, step 3, (E)-2-{8-[(2-cyclopropyl-8-methoxyimidazo[1,2-a]pyrazin-3-yl)(hydroxy)methyl]-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene}propanenitrile (9.1 g, quantitative) was obtained.

Workup

  1. customobtained in Reference Example 5

Sources & evidence

ORD record
ord-2ffda19097d842279ca973b1e798e2b8
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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