2-[N-(3-aminopropyl)-N-propylamino]pyridine → 2-[3-(N-propyl-N-pyrid-2-ylamino) propylamino]-5-(4-fluorobenzyl)pyrimid-4-one

HRID 464358Notes

Reaction equation

HRID 464358 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH2:6][CH2:7][CH3:8].CS[C:17]1[NH:22][C:21](=[O:23])[C:20]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)=[CH:19][N:18]=1>>[CH2:6]([N:5]([CH2:4][CH2:3][CH2:2][NH:1][C:17]1[NH:22][C:21](=[O:23])[C:20]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)=[CH:19][N:18]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 201866052-[N-(3-aminopropyl)-N-propylamino]pyridineHCID 202628785-(4-Fluorobenzyl)-2-methylthio-4-pyrimidone

Product 1

HCID 538342442-[3-(N-propyl-N-pyrid-2-ylamino) propylamino]-5-(4-fluorobenzyl)pyrimid-4-one

Procedure

2-[N-(3-aminopropyl)-N-propylamino]pyridine (1.16 g) and 2-methylthio-5-(4-fluorobenzyl)pyrimid-4-one (1.25 g) were fused together on an oil bath at 160° C. for 5 hr. On cooling the residue was crystallised twice from ethanol and finally from ethanol/water to give 2-[3-(N-propyl-N-pyrid-2-ylamino) propylamino]-5-(4-fluorobenzyl)pyrimid-4-one 1.2H2O, 0.75 g (36%) mp 107°-9° C.

Workup

  1. temperatureOn cooling the residue
  2. customwas crystallised twice from ethanol and finally from ethanol/water

Sources & evidence

ORD record
ord-703324f891a84554a3d2023d54f67e11
Source dataset
uspto-grants-1985_10
Patent number
US04547506

Reaction notes

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