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

HRID 464341Notes

Reaction equation

HRID 464341 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]([F: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]([F: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 202628785-(4-Fluorobenzyl)-2-methylthio-4-pyrimidone

Product 1

HCID 544426362-[3-(N-methyl-N-pyrid-2-ylamino) propylamino]-5-(4-fluorobenzyl)-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-fluorobenzyl)pyrimid-4-one (1.25 g) were heated together under reflux in pyridine (3 ml) for 24 hr. The mixture was stripped and the residue recrystallised twice from ethanol/water to give 2-[3-(N-methyl-N-pyrid-2-ylamino) propylamino]-5-(4-fluorobenzyl)-pyrimid-4-one 0.5H2O, 1.2 g (64%) mp ca. 70° C. (softens).

Workup

  1. customthe residue recrystallised twice from ethanol/water

Sources & evidence

ORD record
ord-bd035e82c99042a7af36694023ca2e13
Source dataset
uspto-grants-1985_10
Patent number
US04547506

Reaction notes

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