2-Nitroamino-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone → 2-[2-(3-(Dimethylaminomethyl)benzylthio)ethylamino]-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone

HRID 2413174Notes

Reaction equation

HRID 2413174 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[CH2:8][S:9][CH2:10][CH2:11][NH2:12])[CH3:3].[N+](N[C:20]1[NH:25][C:24](=[O:26])[C:23]([CH2:27][C:28]2[CH:33]=[C:32]([O:34][CH3:35])[CH:31]=[CH:30][N:29]=2)=[CH:22][N:21]=1)([O-])=O>C(O)C>[CH3:3][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[CH2:8][S:9][CH2:10][CH2:11][NH:12][C:20]1[NH:25][C:24](=[O:26])[C:23]([CH2:27][C:28]2[CH:33]=[C:32]([O:34][CH3:35])[CH:31]=[CH:30][N:29]=2)=[CH:22][N:21]=1)[CH3:1]

Participants

4

Reactant 2

HCID 127838342-Nitroamino-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidoneHCID 129520192-[[3-(N,N-Dimethylaminomethyl)phenyl]methylthio]ethanamine

Product 1

HCID 204305422-[2-(3-(Dimethylaminomethyl)benzylthio)ethylamino]-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Reaction of 2-[3-(dimethylaminomethyl)benzylthio]ethylamine with 2-nitroamino-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone in refluxing ethanol gives 2-[2-(3-(dimethylaminomethyl)benzylthio)ethylamino]-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone which when reacted with boron tribromide gives 2-[2-(3-(dimethylaminomethyl)benzylthio)ethylamino]-5(4-hydroxy-2-pyridylmethyl)-4-pyrimidone.

Sources & evidence

ORD record
ord-1f1e3b0cfc714ef2a17ca0154ead03d7
Source dataset
uspto-grants-1985_01
Patent number
US04496567

Reaction notes

Loading…