(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile → HCID 86721424, compound

HRID 869579Notes

Reaction equation

HRID 869579 reaction equation
[Cl: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]>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]2[C:8]([CH:32]([OH:33])[C:30]3[CH:29]=[CH:28][C:22]4/[C:23](=[C:24](/[CH3:27])\[C:25]#[N:26])/[C:17]5[CH:16]=[CH:15][C:14]([F:13])=[CH:34][C:18]=5[O:19][CH2:20][C:21]=4[CH:31]=3)=[C:9]([CH3:11])[N:10]=[C:4]2[CH:3]=1

Participants

3

Reactant 2

HCID 86721404(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrileHCID 86721425HCID 86721425, compound

Product 1

HCID 86721424HCID 86721424, compoundYield 86%

Procedure

[step 3] Using 7-chloro-3-iodo-2-methylimidazo[1,2-a]pyridine (700 mg, 2.39 mmol) obtained in step 2 and (E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile (351 mg, 1.20 mmol) obtained in Reference Example 5, and in the same manner as in Reference Example 8F, step 4, (E)-2-(8-{[7-chloro-2-methylimidazo[1,2-a]pyridin-3-yl](hydroxy)methyl}-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile (471 mg, 86%) was obtained.

Workup

  1. customobtained in Reference Example 5

Sources & evidence

ORD record
ord-f47f61e527a44a46bc6b0f76b1071377
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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