(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile → HCID 86721462, compound

HRID 869606Notes

Reaction equation

HRID 869606 reaction equation
I[C:2]1[N:6]2[CH:7]=[CH:8][N:9]=[C:10]([CH3:11])[C:5]2=[N:4][C:3]=1[CH2:12][CH2:13][CH3:14].[F:15][C:16]1[CH:17]=[CH:18][C:19]2=[C:20]([CH:36]=1)[O:21][CH2:22][C:23]1[CH:33]=[C:32]([CH:34]=[O:35])[CH:31]=[CH:30][C:24]=1/[C:25]/2=[C:26](/[CH3:29])\[C:27]#[N:28]>>[F:15][C:16]1[CH:17]=[CH:18][C:19]2=[C:20]([CH:36]=1)[O:21][CH2:22][C:23]1[CH:33]=[C:32]([CH:34]([OH:35])[C:2]3[N:6]4[CH:7]=[CH:8][N:9]=[C:10]([CH3:11])[C:5]4=[N:4][C:3]=3[CH2:12][CH2:13][CH3:14])[CH:31]=[CH:30][C:24]=1/[C:25]/2=[C:26](/[CH3:29])\[C:27]#[N:28]

Participants

3

Reactant 2

HCID 86721404(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrileHCID 86721463HCID 86721463, compound

Product 1

HCID 86721462HCID 86721462, compoundYield 108.9%

Procedure

[step 3] Using 3-iodo-8-methyl-2-propylimidazo[1,2-a]pyrazine (0.5 g, 1.7 mmol) obtained in step 2 and (E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile (0.3 g, 1.0 mmol) obtained in Reference Example 5, and in the same manner as in Reference Example 14A, step 3, (E)-2-{3-fluoro-8-[hydroxy(8-methyl-2-propylimidazo[1,2-a]pyrazin-3-yl)methyl]dibenzo[b,e]oxepin-11(6H)-ylidene}propanenitrile (0.51 g, quantitative) was obtained.

Workup

  1. customobtained in Reference Example 5

Sources & evidence

ORD record
ord-14596f91d80c41e38d3fd4187f4a1d53
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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