(E)-2-(3-fluoro-8-formyldibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile → HCID 86721428, compound

HRID 869581Notes

Reaction equation

HRID 869581 reaction equation
[Cl:1][C:2]1[C:3]2[N:4]([C:8](I)=[C:9]([CH3:11])[N:10]=2)[CH:5]=[CH:6][CH:7]=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]([C:8]3[N:4]4[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]4=[N:10][C:9]=3[CH3:11])[OH:33])[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 86721429HCID 86721429, compound

Product 1

HCID 86721428HCID 86721428, compoundYield 91.7%

Procedure

[step 3] Using 8-chloro-2-methyl-3-iodoimidazo[1,2-a]pyridine (598 mg, 2.05 mmol) obtained in step 2 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-[(8-chloro-2-methylimidazo[1,2-a]pyridin-3-yl)(hydroxy)methyl]dibenzo[b,e]oxepin-11(6H)-ylidene}propanenitrile (430 mg, 91%) was obtained.

Workup

  1. customobtained in Reference Example 5

Sources & evidence

ORD record
ord-6f3b0f237cb345ccbac2b0aee2a87f54
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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