HCID 69104384, compound → HCID 69103593, compound

HRID 2217245Notes

Reaction equation

HRID 2217245 reaction equation
[NH2:1][C:2]1[C:3](C(O)=O)=[N:4][C:5]([C:16]2[CH:21]=[CH:20][C:19](=[O:22])[N:18]([CH:23]([CH3:25])[CH3:24])[CH:17]=2)=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=2)[N:7]=1>ClC1C=CC=CC=1Cl>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=2)[C:5]([C:16]2[CH:21]=[CH:20][C:19](=[O:22])[N:18]([CH:23]([CH3:25])[CH3:24])[CH:17]=2)=[N:4][CH:3]=1

Participants

3

Reactant 1

HCID 69104384HCID 69104384, compound

Product 1

HCID 69103593HCID 69103593, compound

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

A suspention of 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridyl)-5-(4-methoxyphenyl)-2-pyrazinecarboxylic acid in 1,2-dichlorobenzen (3 ml) was heated at 200° C. and stirred for 4 hours. This reaction mixture was cooled to room temperature. To this solution was added IPE and stirred at room temperature for 1 hour. The precipitate was collected by filtration and washed with IPE. The residual solid was placed on a column of silica-gel and eluted with CHCl3—MeOH (20:1). The eluent was evaporated and the residue was purified by recrystallization from EtOH—water to give 5-[5-amino-3-(4-methoxyphenyl)-2-pyrazinyl]-1-isopropyl-2(1H)-pyridone (88 mg) as a pale brown crystal.

Workup

  1. additionTo this solution was added IPE
  2. stirringstirred at room temperature for 1 hour
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with IPE
  5. washeluted with CHCl3—MeOH (20:1)
  6. customThe eluent was evaporated
  7. customthe residue was purified by recrystallization from EtOH—water

Sources & evidence

ORD record
ord-2c0779c05cb042e8a9471db2114753f5
Source dataset
uspto-grants-2008_08
Patent number
US07407961B2

Reaction notes

Loading…