(E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrile → HCID 86721360, compound

HRID 869530Notes

Reaction equation

HRID 869530 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[NH:8][C:7]2[CH:9]=[CH:10][CH:11]=[C:12]([CH2:13][OH:14])[C:6]=2[N:5]=1.Br[CH2:16][C:17]1[CH:36]=[CH:35][C:20]2/[C:21](=[C:31](/[CH3:34])\[C:32]#[N:33])/[C:22]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:23]=3[O:24][CH2:25][C:19]=2[CH:18]=1>>[F:30][C:27]1[CH:28]=[CH:29][C:22]2=[C:23]([CH:26]=1)[O:24][CH2:25][C:19]1[CH:18]=[C:17]([CH2:16][N:8]3[C:7]4[CH:9]=[CH:10][CH:11]=[C:12]([CH2:13][OH:14])[C:6]=4[N:5]=[C:4]3[CH2:3][O:2][CH3:1])[CH:36]=[CH:35][C:20]=1/[C:21]/2=[C:31](/[CH3:34])\[C:32]#[N:33]

Participants

3

Reactant 2

HCID 86721333(E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrileHCID 86721361HCID 86721361, compound

Product 1

HCID 86721360HCID 86721360, compoundYield 91%

Procedure

[step 4] Using [2-(methoxymethyl)-1H-benzo[d]imidazol-4-yl]methanol (203 mg, 1.06 mmol) obtained in step 3 and (E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrile (386 mg, 1.08 mmol) obtained in Reference Example 1, and in the same manner as in Reference Example 1A, the title compound (451 mg, 91%) was obtained.

Workup

  1. customobtained in Reference Example 1

Sources & evidence

ORD record
ord-1b464b3f563e430cb0c69e31d15af6d3
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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