Diethyl Ether → HCID 86655280, compound

HRID 2192343Notes

Reaction equation

HRID 2192343 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([O:9][C:10]([C:12]1([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11])[CH2:2]2.[Br:25][CH2:26][C:27]([NH:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:28].CCOCC>C(#N)C>[Br-:25].[C:30]1([NH:29][C:27]([CH2:26][N+:1]23[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]2)[C@@H:3]([O:9][C:10]([C:12]2([C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[O:11])[CH2:2]3)=[O:28])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 948182-Bromo-N-phenylacetamideHCID 591796191-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester

Product 1

HCID 86655280HCID 86655280, compoundYield 47.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 1-phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Example 14e) (50 mg) in acetonitrile (1 mL) was added 2-bromo-N-phenylacetamide (Example 21a) (36 mg). The reaction mixture was stirred at room temperature for 3 days. Ether was added to the reaction mixture and the resultant solid was collected by filtration and dried to afford the title compound as a colourless solid (39 mg).

Workup

  1. filtrationthe resultant solid was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-274755c5888f41e59143360add27ba86
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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