Pyridine → HCID 70413153, compound

HRID 464345Notes

Reaction equation

HRID 464345 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].[N+](N[C:17]1[NH:22][C:21](=[O:23])[C:20]([CH2:24][C:25]2[CH:26]=[N:27][C:28]([CH3:31])=[CH:29][CH:30]=2)=[CH:19][N:18]=1)([O-])=O.N1C=CC=[CH:34][CH:33]=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:26]=[N:27][C:28]([CH3:31])=[CH:29][CH:30]=2)=[CH:19][N:18]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)[CH2:33][CH3:34]

Participants

4

Reactant 3

HCID 1049PyridineHCID 30183605-((6-Methyl-3-pyridyl)methyl)-2-(nitroamino)-1H-pyrimidin-4-oneHCID 20262876N-(3-Aminopropyl)-N-methylpyridin-2-amine

Product 1

HCID 70413153HCID 70413153, compound

Procedure

2-[N-(3-aminopropyl)-N-methylamino]pyridine (1.33 g) and 2-nitroamino-5-(6-methylpyrid-3-ylmethyl)pyrimid-4-one (1.5 g) were heated together under reflux in pyridine (10 ml) for 24 hr. The mixture was stripped and the residue triturated with wet ether. Recrystallisation three times from ethanol/water gave 2-[3-(N-propyl-N-pyrid-2-ylamino) propylamino)-5-(6-methylpyrid-3-ylmethyl)pyrimid-4-one 0.9H2O, 1.45 g (62%) mp 83°-90° C. (softens).

Workup

  1. customthe residue triturated with wet ether
  2. customRecrystallisation three times from ethanol/water

Sources & evidence

ORD record
ord-433a6d3c77c24998bda1c6d64cb42f60
Source dataset
uspto-grants-1985_10
Patent number
US04547506

Reaction notes

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