2-Methylthio-5-(2-chlorobenzyl)pyrimid-4-one → 2-[3-(N-methyl-N-pyrid-2-ylamino)propylamino]-5-(2-chlorobenzyl)pyrimid-4-one

HRID 464335Notes

Reaction equation

HRID 464335 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)[CH3:6].CS[C:15]1[NH:20][C:19](=[O:21])[C:18]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[Cl:29])=[CH:17][N:16]=1>N1C=CC=CC=1>[CH3:6][N:5]([CH2:4][CH2:3][CH2:2][NH:1][C:15]1[NH:20][C:19](=[O:21])[C:18]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[Cl:29])=[CH:17][N:16]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1

Participants

4

Reactant 2

HCID 129515202-Methylthio-5-(2-chlorobenzyl)pyrimid-4-oneHCID 20262876N-(3-Aminopropyl)-N-methylpyridin-2-amine

Product 1

HCID 538848702-[3-(N-methyl-N-pyrid-2-ylamino)propylamino]-5-(2-chlorobenzyl)pyrimid-4-one

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-[N-(3-aminopropyl)-N-methylamino]pyridine (0.74 g) and 2-methylthio-5-(2-chlorobenzyl)pyrimid-4-one (1.0 g) were heated together under reflux in pyridine (2.5 ml) for 28 hr. After stripping, the residue was recrystallised twice from ethanol/water to give 2-[3-(N-methyl-N-pyrid-2-ylamino)propylamino]-5-(2-chlorobenzyl)pyrimid-4-one 0.5H2O, 0.87 g (59%) mp 47°-49° C.

Workup

  1. customthe residue was recrystallised twice from ethanol/water

Sources & evidence

ORD record
ord-e0fb1e1b153d46f897ad2222268e7983
Source dataset
uspto-grants-1985_10
Patent number
US04547506

Reaction notes

Loading…