5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → 2-[2-(5-Dimethylaminomethyl-2-furylmethylthio)ethylamino]-5-(6-methoxy-3-pyridylmethyl)-4-pyrimidone

HRID 224885Notes

Reaction equation

HRID 224885 reaction equation
[N+]([NH:4][C:5]1[NH:10][C:9](=[O:11])[C:8]([CH2:12][C:13]2[CH:14]=[N:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=2)=[CH:7][N:6]=1)([O-])=O.[CH3:21][N:22]([CH2:24][C:25]1[O:29][C:28]([CH2:30][S:31][CH2:32][CH2:33]N)=[CH:27][CH:26]=1)[CH3:23]>C(O)C>[CH3:23][N:22]([CH2:24][C:25]1[O:29][C:28]([CH2:30][S:31][CH2:32][CH2:33][NH:4][C:5]2[NH:10][C:9](=[O:11])[C:8]([CH2:12][C:13]3[CH:14]=[N:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=3)=[CH:7][N:6]=2)=[CH:27][CH:26]=1)[CH3:21]

Participants

4

Reactant 2

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 127838322-Nitroamino-5-(6-methoxy-3-pyridylmethyl)-4-pyrimidone

Product 1

HCID 149757452-[2-(5-Dimethylaminomethyl-2-furylmethylthio)ethylamino]-5-(6-methoxy-3-pyridylmethyl)-4-pyrimidone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

An equimolar mixture of 2-nitroamino-5-(6-methoxy-3-pyridylmethyl)-4-pyrimidone and 2-(5-dimethylaminomethyl-2-furylmethylthio)ethylamine are refluxed in ethanol for 18 hours and evaporated to dryness. The residue is triturated with water and recrystallised to give 2-[2-(5-dimethylaminomethyl-2-furylmethylthio)ethylamino]-5-(6-methoxy-3-pyridylmethyl)-4-pyrimidone.

Workup

  1. customevaporated to dryness
  2. customThe residue is triturated with water
  3. customrecrystallised

Sources & evidence

ORD record
ord-07d496a021e843499a94b5ac8c826f83
Source dataset
uspto-grants-1980_11
Patent number
US04234588

Reaction notes

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