5-Aminopentan-1-ol → 2-(5-Hydroxypentylamino)-5-(5,6-dimethyl-3-pyridylmethyl)-4-pyrimidone

HRID 637749Notes

Reaction equation

HRID 637749 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]2[C:11](=[O:20])[NH:12][C:13]([NH:16][N+]([O-])=O)=[N:14][CH:15]=2)[CH:5]=[N:6][C:7]=1[CH3:8].N[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][OH:27]>C(O)C>[OH:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][NH:16][C:13]1[NH:12][C:11](=[O:20])[C:10]([CH2:9][C:4]2[CH:5]=[N:6][C:7]([CH3:8])=[C:2]([CH3:1])[CH:3]=2)=[CH:15][N:14]=1

Participants

4

Reactant 2

HCID 756345-Aminopentan-1-olHCID 127838315-(5,6-Dimethyl-3-pyridylmethyl)-2-nitroamino4-pyrimidone

Product 1

HCID 202212352-(5-Hydroxypentylamino)-5-(5,6-dimethyl-3-pyridylmethyl)-4-pyrimidone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-(5,6-Dimethyl-3-pyridylmethyl)-2-nitroamino-4-pyrimidone is reacted with 5-aminopentanol in refluxing ethanol to give 2-(5-hydroxypentylamino)-5-(5,6-dimethyl-3-pyridylmethyl)-4-pyrimidone which is reacted with cyanamide and hydrogen chloride to give 2-[5-(O-isoureido)pentylamino]-5-(5,6-dimethyl-3-pyridylmethyl)-4-pyrimidone.

Sources & evidence

ORD record
ord-c821112916bc4bd0b00bb9c524dce787
Source dataset
uspto-grants-1985_12
Patent number
US04558128

Reaction notes

Loading…