Chloroacetone → HCID 86742916, compound

HRID 1086056Notes

Reaction equation

HRID 1086056 reaction equation
[NH2:1][C:2]1[C:18]([Cl:19])=[CH:17][C:5]([C:6]([NH:8][CH:9]2[CH:14]3[CH2:15][CH2:16][N:11]([CH2:12][CH2:13]3)[CH2:10]2)=[O:7])=[C:4]([OH:20])[CH:3]=1.[H-].[Na+].Cl[CH2:24][C:25](=[O:27])[CH3:26]>CN(C=O)C>[NH2:1][C:2]1[C:18]([Cl:19])=[CH:17][C:5]([C:6]([NH:8][CH:9]2[CH:14]3[CH2:13][CH2:12][N:11]([CH2:16][CH2:15]3)[CH2:10]2)=[O:7])=[C:4]([O:20][CH2:24][C:25](=[O:27])[CH3:26])[CH:3]=1

Participants

5

Reactant 3

HCID 6571ChloroacetoneHCID 24758Sodium hydrideHCID 156708204-Amino-N-(1-azabicyclo[2.2.2]octan-3-yl)-5-chloro-2-hydroxybenzamide

Product 1

HCID 86742916HCID 86742916, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

When the starting benzamide intermediate from Example 74 is first reacted with one equivalent of sodium hydride in DMF and then to this is added on equivalent of chloroacetone and the mixture stirred for 5 h followed by heating to 50° for 30 min and workup, the title compound is isolated.

Workup

  1. temperatureby heating to 50° for 30 min

Sources & evidence

ORD record
ord-f62dcd4776a446a8b6ce77750a9ef5aa
Source dataset
uspto-grants-1991_04
Patent number
US05011992

Reaction notes

Loading…