(E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrile → HCID 86721363, compound

HRID 869533Notes

Reaction equation

HRID 869533 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[NH:8][C:7]2[CH:9]=[CH:10][CH:11]=[C:12]([C:13]([OH:16])([CH3:15])[CH3:14])[C:6]=2[N:5]=1.Br[CH2:18][C:19]1[CH:38]=[CH:37][C:22]2/[C:23](=[C:33](/[CH3:36])\[C:34]#[N:35])/[C:24]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][C:25]=3[O:26][CH2:27][C:21]=2[CH:20]=1>>[F:32][C:29]1[CH:30]=[CH:31][C:24]2=[C:25]([CH:28]=1)[O:26][CH2:27][C:21]1[CH:20]=[C:19]([CH2:18][N:8]3[C:7]4[CH:9]=[CH:10][CH:11]=[C:12]([C:13]([OH:16])([CH3:14])[CH3:15])[C:6]=4[N:5]=[C:4]3[CH2:3][O:2][CH3:1])[CH:38]=[CH:37][C:22]=1/[C:23]/2=[C:33](/[CH3:36])\[C:34]#[N:35]

Participants

3

Reactant 2

HCID 86721333(E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrileHCID 86721364HCID 86721364, compound

Product 1

HCID 86721363HCID 86721363, compoundYield 99.6%

Procedure

[step 2] Using 2-[2-(methoxymethyl)-1H-benzo[d]imidazol-4-yl]propan-2-ol (74 mg, 0.34 mmol) obtained in step 1 and (E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrile (120 mg, 0.335 mmol) obtained in Reference Example 1, and in the same manner as in Reference Example 1A, the title compound (166 mg, 99%) was obtained.

Workup

  1. customobtained in Reference Example 1

Sources & evidence

ORD record
ord-0b3be815cd4b41d4b9fd8b900e5bc47d
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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