N-(3-aminopropyl)pyridin-2-amine → 5-(4-Chlorobenzyl)-2-[3-(pyrid-2-ylamino)propylamino]-4-pyrimidone

HRID 1906549Notes

Reaction equation

HRID 1906549 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1.[Cl:12][C:13]1[CH:28]=[CH:27][C:16]([CH2:17][C:18]2[C:19](=[O:26])[NH:20][C:21](SC)=[N:22][CH:23]=2)=[CH:15][CH:14]=1>C(O)C>[Cl:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:17][C:18]2[C:19](=[O:26])[NH:20][C:21]([NH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=3)=[N:22][CH:23]=2)=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 10606924N-(3-aminopropyl)pyridin-2-amineHCID 129459805-(4-Chlorobenzyl)-2-methylthiopyrimid-4-one

Product 1

HCID 202122355-(4-Chlorobenzyl)-2-[3-(pyrid-2-ylamino)propylamino]-4-pyrimidone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-(3-Aminopropylamino)pyridine (0.91 g) and 5-(4-chlorobenzyl)-2-methylthio-4-pyrimidone (1.33 g) were fused together on a oil bath at 160° C. for 2.5 hr. The mixture was dissolved in hot ethanol. Cooling afforded a white solid which on recrystallisation from ethanol gave 5-(4-chlorobenzyl)-2-[3-(pyrid-2-ylamino)propylamino]-4-pyrimidone, (1.24 g; 67%) m.p. 168°-71° C.

Workup

  1. temperatureCooling
  2. customafforded a white solid which
  3. customon recrystallisation from ethanol

Sources & evidence

ORD record
ord-d8371f87dd6f442cafd4a3428a34aa48
Source dataset
uspto-grants-1987_03
Patent number
US04652650

Reaction notes

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