Ethanol → 2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone

HRID 127206

Reaction equation

HRID 127206 reaction equation
[N+]([NH:4][C:5]1[NH:10][C:9](=[O:11])[C:8]([CH2:12][C:13]2[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][N:14]=2)=[CH:7][N:6]=1)([O-])=O.[CH3:21][C:22]1[NH:26][CH:25]=[N:24][C:23]=1[CH2:27][S:28][CH2:29][CH2:30]N.C(O)C>CC(O)C>[CH3:21][C:22]1[NH:26][CH:25]=[N:24][C:23]=1[CH2:27][S:28][CH2:29][CH2:30][NH:4][C:5]1[NH:10][C:9](=[O:11])[C:8]([CH2:12][C:13]2[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][N:14]=2)=[CH:7][N:6]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 6655684-(((2-Aminoethyl)thio)methyl)-5-methylimidazoleHCID 127838342-Nitroamino-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone

Product 1

HCID 127886782-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Reaction of 2-nitroamino-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone with 1.06 molar equivalents of 2-(5-methyl-4-imidazolylmethylthio)ethylamine in refluxing ethanol for 24 hours gave 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone, m.p. 128-130° (from 2-propanol).

Sources & evidence

ORD record
ord-06d75e9eee97420e980a2f62bef5b330
Source dataset
uspto-grants-1981_03
Patent number
US04255428

Linked notes

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