2-Chloro-N-pyrimidin-2-yl-acetamide → HCID 86655297, compound

HRID 2192379Notes

Reaction equation

HRID 2192379 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[N:35]=[CH:34][CH:33]=[CH:32][N:31]=1)=[O:28]>CC#N>[Cl-:25].[C:19]1([C:12]2([C:10]([O:9][C@@H:3]3[CH:4]4[CH2:7][CH2:8][N+:1]([CH2:26][C:27](=[O:28])[NH:29][C:30]5[N:35]=[CH:34][CH:33]=[CH:32][N:31]=5)([CH2:6][CH2:5]4)[CH2:2]3)=[O:11])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 6791712-Chloro-N-pyrimidin-2-yl-acetamideHCID 591796191-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester

Product 1

HCID 86655297HCID 86655297, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester (Example 14e, 0.30 mmol) and 2-chloro-N-pyrimidin-2-yl-acetamide (Example 50a) (0.36 mmol) in MeCN (1.5 mL) were stirred together at room temperature overnight. The reaction mixture was concentrated in vacuo and the residue purified by silica gel chromatography eluting with 0-10% MeOH/dichloromethane to give the title compound as a white solid (90) mg).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue purified by silica gel chromatography
  3. washeluting with 0-10% MeOH/dichloromethane

Sources & evidence

ORD record
ord-97b8bdf704fe4f3ab981752b4b29fd53
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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