2-Chloro-N-(4-methylpyridin-2-yl)acetamide → HCID 53311263, compound

HRID 2192370Notes

Reaction equation

HRID 2192370 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.[Cl:25][CH2:26][C:27]([NH:29][C:30]1[CH:35]=[C:34]([CH3:36])[CH:33]=[CH:32][N:31]=1)=[O:28]>CC#N>[Cl-:25].[CH3:36][C:34]1[CH:33]=[CH:32][N:31]=[C:30]([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]=1

Participants

4

Reactant 2

HCID 27767972-Chloro-N-(4-methylpyridin-2-yl)acetamideHCID 591796191-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester

Product 1

HCID 53311263HCID 53311263, compoundYield 51.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 1-phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3yl) ester (Example 14e) (100 mg) in 1 mL MeCN was added 2-chloro-N-(4-methyl-pyridin-2-yl)-acetamide (Example 44a) (62 mg) and the mixture was stirred at room temperature for 21 h. The precipitate was filtered off and dried under vacuum at 50° C. to give the title compound (80 mg) as a white solid.

Workup

  1. filtrationThe precipitate was filtered off
  2. customdried under vacuum at 50° C.

Sources & evidence

ORD record
ord-cbc8ad22c72b41c6bd36c586b1d76aaa
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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