1-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester → HCID 86655282, compound

HRID 2192353Notes

Reaction equation

HRID 2192353 reaction equation
[Cl:1][CH2:2][C:3]([NH:5][C:6]1[CH:7]=[N:8][CH:9]=[C:10]([F:12])[CH:11]=1)=[O:4].[N:13]12[CH2:20][CH2:19][CH:16]([CH2:17][CH2:18]1)[C@@H:15]([O:21][C:22]([C:24]1([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)=[O:23])[CH2:14]2>C(#N)C>[Cl-:1].[F:12][C:10]1[CH:11]=[C:6]([NH:5][C:3]([CH2:2][N+:13]23[CH2:20][CH2:19][CH:16]([CH2:17][CH2:18]2)[C@@H:15]([O:21][C:22]([C:24]2([C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)=[O:23])[CH2:14]3)=[O:4])[CH:7]=[N:8][CH:9]=1

Participants

4

Reactant 2

HCID 591796191-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)esterHCID 67027756HCID 67027756, compound

Product 1

HCID 86655282HCID 86655282, compoundYield 35.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-Chloro-N-(5-fluoro-pyridin-3-yl)-acetamide (Example 28a) (53 mg) was added to a solution of 1-phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester (Example 14e) (84 mg) in acetonitrile (2 mL). The reaction mixture was allowed to stir at room temperature for 24 h. The solid was filtered off and dried under vacuum at 40° C. to give the title compound (47 mg, 35%) as a white solid.

Workup

  1. filtrationThe solid was filtered off
  2. customdried under vacuum at 40° C.

Sources & evidence

ORD record
ord-753719ef2e0e4b799aa9e6c1817cd1fa
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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