3-[Bromo(4-cyanophenyl)methyl]benzonitrile → Ethyl 3-(1-{1-[(4-cyanophenyl)(3-cyanophenyl)methyl]azetidin-3-yl}-2-fluoro-2-methylpropyl)-5-fluorobenzoate

HRID 602988Notes

Reaction equation

HRID 602988 reaction equation
[NH:1]1[CH2:4][CH:3]([CH:5]([C:10]2[CH:11]=[C:12]([CH:18]=[C:19]([F:21])[CH:20]=2)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:6]([F:9])([CH3:8])[CH3:7])[CH2:2]1.Br[CH:23]([C:32]1[CH:37]=[CH:36][C:35]([C:38]#[N:39])=[CH:34][CH:33]=1)[C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[C:27]#[N:28]>>[C:38]([C:35]1[CH:34]=[CH:33][C:32]([CH:23]([C:24]2[CH:31]=[CH:30][CH:29]=[C:26]([C:27]#[N:28])[CH:25]=2)[N:1]2[CH2:4][CH:3]([CH:5]([C:10]3[CH:11]=[C:12]([CH:18]=[C:19]([F:21])[CH:20]=3)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:6]([F:9])([CH3:8])[CH3:7])[CH2:2]2)=[CH:37][CH:36]=1)#[N:39]

Participants

3

Reactant 2

HCID 670553353-[Bromo(4-cyanophenyl)methyl]benzonitrileHCID 67055353Ethyl 3-(1-azetidin-3-yl-2-fluoro-2-methylpropyl)-5-fluorobenzoate

Product 1

HCID 67055347Ethyl 3-(1-{1-[(4-cyanophenyl)(3-cyanophenyl)methyl]azetidin-3-yl}-2-fluoro-2-methylpropyl)-5-fluorobenzoate

Procedure

Prepared from ethyl 3-(1-azetidin-3-yl-2-fluoro-2-methylpropyl)-5-fluorobenzoate and 3-[bromo(4-cyanophenyl)methyl]benzonitrile as described in Preparation 17, Part 5; Mass Spectrum: m/e=514.

Workup

  1. customas described in Preparation 17, Part 5

Sources & evidence

ORD record
ord-acf08cc00cc94cf5aeef399f57ba6ae8
Source dataset
uspto-grants-2011_03
Patent number
US07906652B2

Reaction notes

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