3-Pyridylmethyl-2-methylthio-4-pyrimidone → HCID 23349136, compound

HRID 262513Notes

Reaction equation

HRID 262513 reaction equation
[Br:1][C:2]1[C:3]([CH2:9][S:10][CH2:11][CH2:12][NH2:13])=[N:4][CH:5]=[CH:6][C:7]=1[CH3:8].[N:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][C:21]2[C:22](=[O:29])[NH:23][C:24](SC)=[N:25][CH:26]=2)[CH:15]=1>O>[Br:1][C:2]1[C:3]([CH2:9][S:10][CH2:11][CH2:12][NH:13][C:24]2[NH:23][C:22](=[O:29])[C:21]([CH2:20][C:16]3[CH:15]=[N:14][CH:19]=[CH:18][CH:17]=3)=[CH:26][N:25]=2)=[N:4][CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

4

Reactant 2

HCID 127838233-Pyridylmethyl-2-methylthio-4-pyrimidoneHCID 23349208HCID 23349208, compound

Product 1

HCID 23349136HCID 23349136, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-(3-Bromo-4-methyl-2-pyridylmethylthio)ethylamine (1.5 g) and 5-(3-pyridylmethyl)-2-methylthio-4-pyrimidone (1.0 g) were fused together at 160°-170° for 1 hour. The cool mixture was taken up in water at pH 2 and extracted with chloroform. The aqueous phase was adjusted to pH 7 and extracted with chloroform, and the chloroform extract was evaporated and the residue purified chromatographically on silica gel (eluting with chloroform/ammoniacal methanol 50:1) to give the title compound, m.p. 81°-85°

Workup

  1. extractionextracted with chloroform
  2. extractionextracted with chloroform
  3. extractionthe chloroform extract
  4. customwas evaporated
  5. customthe residue purified chromatographically on silica gel (eluting with chloroform/ammoniacal methanol 50:1)

Sources & evidence

ORD record
ord-d590146205ee449aa9874db4a04c32b5
Source dataset
uspto-grants-1979_05
Patent number
US04154834

Reaction notes

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