2-methylthio-5-(2-methylpyrid-5-ylmethyl)-1H-pyrimid-4-one → HCID 20430530, compound

HRID 2413173Notes

Reaction equation

HRID 2413173 reaction equation
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:11]([CH2:14][N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])=[CH:10][C:4]=1[CH2:5][S:6][CH2:7][CH2:8][NH2:9].[CH3:20][C:21]1[N:26]=[CH:25][C:24]([CH2:27][C:28]2[C:29](=[O:36])[NH:30][C:31](SC)=[N:32][CH:33]=2)=[CH:23][CH:22]=1>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:11]([CH2:14][N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])=[CH:10][C:4]=1[CH2:5][S:6][CH2:7][CH2:8][NH:9][C:31]1[NH:30][C:29](=[O:36])[C:28]([CH2:27][C:24]2[CH:25]=[N:26][C:21]([CH3:20])=[CH:22][CH:23]=2)=[CH:33][N:32]=1

Participants

4

Reactant 2

HCID 127838272-methylthio-5-(2-methylpyrid-5-ylmethyl)-1H-pyrimid-4-oneHCID 20430509HCID 20430509, compound

Product 1

HCID 20430530HCID 20430530, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Methoxy-5-(diethylaminomethyl)benzyl alcohol (British Patent Specification No. 594624) is treated with thionyl chloride to give the benzyl chloride and this is reacted with cysteamine and sodium ethoxide in ethanol to give 2-(2-methoxy-5-(diethylaminomethyl)benzylthio)ethylamine. This amine is heated under reflux for 40 hours in dry pyridine with 5-(6-methyl-3-pyridylmethyl)-2-methylthio-4-pyrimidone to give 2-[2-(2-methoxy-5-(diethylaminomethyl)benzylthio)ethylamino]-5-(6-methyl-3-pyridylmethyl)-4-pyrimidone.

Sources & evidence

ORD record
ord-db7cdfc78e144a46afd41d3b0ba245be
Source dataset
uspto-grants-1985_01
Patent number
US04496567

Reaction notes

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