2-Chlorocinnamic acid → (R)-N-(1-Azabicyclo[2.2.2]oct-3-yl)[E-3-(2-chlorophenyl)propenamide]

HRID 1840900Notes

Reaction equation

HRID 1840900 reaction equation
Cl.Cl.[N:3]12[CH2:10][CH2:9][CH:6]([CH2:7][CH2:8]1)[C@@H:5]([NH2:11])[CH2:4]2.[Cl:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1/[CH:19]=[CH:20]/[C:21](O)=[O:22]>>[N:3]12[CH2:10][CH2:9][CH:6]([CH2:7][CH2:8]1)[C@@H:5]([NH:11][C:21](=[O:22])/[CH:20]=[CH:19]/[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[Cl:12])[CH2:4]2

Participants

3

Reactant 2

HCID 7006422-Chlorocinnamic acidHCID 12494972(R)-(+)-3-Aminoquinuclidine Dihydrochloride

Product 1

HCID 20613748(R)-N-(1-Azabicyclo[2.2.2]oct-3-yl)[E-3-(2-chlorophenyl)propenamide]

Procedure

Prepared as a free base by a method analogous to that described in Example 1 from (R)-1-azabicyclo[2.2.2]oct-3-ylamine dihydrochloride and E-3-(2-chlorophenyl)propenoic acid; MS (ES+) 291 and 293 (MH+).

Workup

  1. customPrepared as a free base by a method analogous to

Sources & evidence

ORD record
ord-9d31496f4536400aacda549688fdbb65
Source dataset
uspto-grants-2004_01
Patent number
US06683090B1

Reaction notes

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