2,4(1H,3H)-Pyrimidinedione, 5-bromo-6-methyl- → 5-bromo-2-chloro-6-methyl-4(3H)-Pyrimidinone

HRID 2239912Notes

Reaction equation

HRID 2239912 reaction equation
[Br:1][C:2]1[C:3](=[O:10])[NH:4][C:5](=O)[NH:6][C:7]=1[CH3:8].[Cl:11]C1NC(=O)C(C)=C(C)N=1>>[Br:1][C:2]1[C:3](=[O:10])[NH:4][C:5]([Cl:11])=[N:6][C:7]=1[CH3:8]

Participants

3

Reactant 2

HCID 847572,4(1H,3H)-Pyrimidinedione, 5-bromo-6-methyl-HCID 1356676192-chloro-5,6-dimethyl-3H-pyrimidin-4-one

Product 1

HCID 1354099245-bromo-2-chloro-6-methyl-4(3H)-PyrimidinoneYield 63%

Procedure

The title compound was prepared in 63% yield from 5-Bromo-6-methyl-1H-pyrimidine-2,4-dione utilizing a method analogous to the preparation of 2-chloro-5,6-dimethyl-3H-pyrimidin-4-one (see Lee, et al., WO 9605177). 1H NMR (400 MHz, DMSO-d6): δ 2.38 (s, 3H). MS (ES) [m+H] calc'd for C5H4N2OBrCl, 223, 225, 227; found 223, 225, 227.

Sources & evidence

ORD record
ord-f28d3c6de8f44897a69a49ceb31fe538
Source dataset
uspto-grants-2010_05
Patent number
US07723344B2

Reaction notes

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