(E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrile → (E)-2-{8-[(2-cyclopropyl-1H-thieno[3,4-d]imidazol-1-yl)methyl]-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene}propanenitrile

HRID 869592Notes

Reaction equation

HRID 869592 reaction equation
[CH:1]1([C:4]2[NH:8][C:7]3=[CH:9][S:10][CH:11]=[C:6]3[N:5]=2)[CH2:3][CH2:2]1.Br[CH2:13][C:14]1[CH:33]=[CH:32][C:17]2/[C:18](=[C:28](/[CH3:31])\[C:29]#[N:30])/[C:19]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:20]=3[O:21][CH2:22][C:16]=2[CH:15]=1>>[CH:1]1([C:4]2[N:8]([CH2:13][C:14]3[CH:33]=[CH:32][C:17]4/[C:18](=[C:28](/[CH3:31])\[C:29]#[N:30])/[C:19]5[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:20]=5[O:21][CH2:22][C:16]=4[CH:15]=3)[C:7]3=[CH:9][S:10][CH:11]=[C:6]3[N:5]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 86721333(E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrileHCID 867214422-cyclopropyl-1H-thieno[3,4-d]imidazole

Product 1

HCID 86721443(E)-2-{8-[(2-cyclopropyl-1H-thieno[3,4-d]imidazol-1-yl)methyl]-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene}propanenitrileYield 95%

Procedure

[step 2] Using 2-cyclopropyl-1H-thieno[3,4-d]imidazole (65 mg, 0.40 mmol) obtained in step 1 and (E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrile (145 mg, 0.40 mmol) obtained in Reference Example 1, and in the same manner as in Reference Example 1A, the title compound (166 mg, 95%) was obtained.

Workup

  1. customobtained in Reference Example 1

Sources & evidence

ORD record
ord-63ae5dc8b2af4f82b9ccff4e04b75e7e
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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