3-Pyridylmethyl-2-methylthio-4-pyrimidone → 2-[2-(3-Bromo-2-pyridylmethylthio)-ethylamino]-5-(3-pyridylmethyl)-4-pyrimidone

HRID 1855849Notes

Reaction equation

HRID 1855849 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:8]2[C:9](=[O:16])[NH:10][C:11](SC)=[N:12][CH:13]=2)[CH:2]=1.[Br:17][C:18]1[C:19]([CH2:24][S:25][CH2:26][CH2:27][NH2:28])=[N:20][CH:21]=[CH:22][CH:23]=1>>[Br:17][C:18]1[C:19]([CH2:24][S:25][CH2:26][CH2:27][NH:28][C:11]2[NH:10][C:9](=[O:16])[C:8]([CH2:7][C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)=[CH:13][N:12]=2)=[N:20][CH:21]=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 127838233-Pyridylmethyl-2-methylthio-4-pyrimidoneHCID 129515272-{[(3-Bromopyridin-2-yl)methyl]sulfanyl}ethan-1-amine

Product 1

HCID 30489142-[2-(3-Bromo-2-pyridylmethylthio)-ethylamino]-5-(3-pyridylmethyl)-4-pyrimidone

Procedure

5-(3-Pyridylmethyl)-2-methylthio-4-pyrimidone (1.27 g) was reacted with 2-(3-bromo-2-pyridylmethylthio)-ethylamine (1.35 g) according to the procedure in Example 2. The reaction mixture was triturated with hot water to give 2-[2-(3-bromo-2-pyridylmethylthio)-ethylamino]-5-(3-pyridylmethyl)-4-pyrimidone, and this product was treated with dilute hydrobromic acid to give the title compound, m.p. 217°-220.5° (ex-methanol)

Workup

  1. customThe reaction mixture was triturated with hot water

Sources & evidence

ORD record
ord-bf3eeb3c32bc466d857c8a9bd2917437
Source dataset
uspto-grants-1980_08
Patent number
US04216318

Reaction notes

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