(E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrile → HCID 86721373, compound

HRID 869542Notes

Reaction equation

HRID 869542 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][C:9]([CH:11]3[CH2:14][CH2:13][CH2:12]3)=[N:10][C:3]=12.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>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[N:8]([CH2:16][C:17]3[CH:36]=[CH:35][C:20]4/[C:21](=[C:31](/[CH3:34])\[C:32]#[N:33])/[C:22]5[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:23]=5[O:24][CH2:25][C:19]=4[CH:18]=3)[C:9]([CH:11]3[CH2:14][CH2:13][CH2:12]3)=[N:10][C:3]=12

Participants

3

Reactant 2

HCID 86721333(E)-2-[8-(bromomethyl)-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene]propanenitrileHCID 178478246HCID 178478246, compound

Product 1

HCID 86721373HCID 86721373, compoundYield 62.8%

Procedure

Using 7-chloro-2-cyclobutyl-3H-imidazo[4,5-b]pyridine (WO2009/29592, 69 mg, 0.335 mmol) 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 (102 mg, 62%) was obtained.

Workup

  1. customobtained in Reference Example 1

Sources & evidence

ORD record
ord-4fdf7cfb72b94ddcb84f2c4dcda45938
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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