Water → 6-amino-5-bromo-2-(ethylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrimidin-4(3H)-one

HRID 570715Notes

Reaction equation

HRID 570715 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][CH3:10])[N:5]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]([F:22])([F:21])[F:20])=[CH:13][CH:12]=2)[C:4](=[O:23])[CH:3]=1.C([O-])(=O)C.[Na+].[Br:29]Br.O>C(O)(=O)C>[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][CH3:10])[N:5]([C:11]2[CH:12]=[CH:13][C:14]([O:17][CH2:18][C:19]([F:21])([F:22])[F:20])=[CH:15][CH:16]=2)[C:4](=[O:23])[C:3]=1[Br:29]

Participants

6

Reactant 4

HCID 962WaterHCID 24408BromineHCID 517045Sodium AcetateHCID 866853746-amino-2-(ethylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrimidin-4(3H)-one

Product 1

HCID 866853766-amino-5-bromo-2-(ethylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrimidin-4(3H)-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 6-amino-2-(ethylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrimidin-4(3H)-one (0.5 g) and sodium acetate (0.143 g) in acetic acid (10 mL) was added dropwise bromine (0.09 mL), and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added water, and the precipitated crystals were collected by filtration to give the title compound (0.1 g).

Workup

  1. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-aa5cb13b8040419ab61b7a6db4635ced
Source dataset
uspto-grants-2015_05
Patent number
US09023858B2

Reaction notes

Loading…