N-(3-Aminopropyl)-N-methylpyridin-2-amine → 2-[3-(N-methyl-N-pyrid-2-ylamino) propylamino]-5-(4-bromobenzyl)pyrimid-4-one

HRID 464339Notes

Reaction equation

HRID 464339 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][C:26]([Br:29])=[CH:25][CH:24]=2)=[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][C:26]([Br:29])=[CH:25][CH:24]=2)=[CH:17][N:16]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1

Participants

4

Reactant 2

HCID 20262876N-(3-Aminopropyl)-N-methylpyridin-2-amineHCID 202628875-[(4-Bromophenyl)methyl]-2-(methylthio)-4(3H)-pyrimidinone

Product 1

HCID 542083102-[3-(N-methyl-N-pyrid-2-ylamino) propylamino]-5-(4-bromobenzyl)pyrimid-4-one

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-[N-(3-aminopropyl)-N-methylamino]pyridine (1.0 g) and 2-methylthio-5-(4-bromobenzyl)pyrimid-4-one (1.56 g) were heated together under reflux in pyridine (3 ml) for 18 hr. The mixture was stripped and the residue recrystallised three times from ethanol to give 2-[3-(N-methyl-N-pyrid-2-ylamino) propylamino]-5-(4-bromobenzyl)pyrimid-4-one, 1.45 g (67%) mp 178°-9° C.

Workup

  1. customthe residue recrystallised three times from ethanol

Sources & evidence

ORD record
ord-1c0600ab8bed4968a22d09b3116ed2e8
Source dataset
uspto-grants-1985_10
Patent number
US04547506

Reaction notes

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