Pyridine → 2-[2-[4-(Dimethylaminomethyl)pyrid-2-ylmethylthio]ethylamino]-5-(1-n-butyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one

HRID 1719557Notes

Reaction equation

HRID 1719557 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([CH2:11][S:12][CH2:13][CH2:14][NH2:15])[CH:6]=1)[CH3:3].[N+](N[C:20]1[NH:25][C:24](=[O:26])[C:23]([CH2:27][C:28]2[CH:33]=[CH:32][N:31]([CH2:34][CH2:35][CH2:36][CH3:37])[C:30](=[O:38])[CH:29]=2)=[CH:22][N:21]=1)([O-])=O.N1C=CC=CC=1>C(O)C>[CH3:3][N:2]([CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([CH2:11][S:12][CH2:13][CH2:14][NH:15][C:20]2[NH:25][C:24](=[O:26])[C:23]([CH2:27][C:28]3[CH:33]=[CH:32][N:31]([CH2:34][CH2:35][CH2:36][CH3:37])[C:30](=[O:38])[CH:29]=3)=[CH:22][N:21]=2)[CH:6]=1)[CH3:1]

Participants

5

Reactant 3

HCID 1049PyridineHCID 132773272-(4-Dimethylaminomethyl-2-pyridylmethylthio)ethylamineHCID 184701322-Nitroamino-5-(1-n-butyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one

Product 1

HCID 202671512-[2-[4-(Dimethylaminomethyl)pyrid-2-ylmethylthio]ethylamino]-5-(1-n-butyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

2-[4-(Dimethylaminomethyl)pyrid-2-ylmethylthio]ethylamine (0.90 g) and 2-nitroamino-5-(1-n-butyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one (1.12 g) were refluxed in ethanol (15 ml) for 72 hours. As the reaction had not gone to completion, the ethanol was replaced by pyridine (15 ml) and the mixture was refluxed for a further 6 hours.

Workup

  1. temperaturethe mixture was refluxed for a further 6 hours

Sources & evidence

ORD record
ord-74dd31838d7645e0a4950c8f6ef49b03
Source dataset
uspto-grants-1985_09
Patent number
US04540699

Reaction notes

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