Bromine → HCID 20071605, compound

HRID 981045Notes

Reaction equation

HRID 981045 reaction equation
[Br:1]Br.[F:3][C:4]([F:23])([F:22])[C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[N:13]=[CH:12]2)=[N:9][CH:10]=1.O.O.O.C([O-])(=O)C.[Na+]>C(O)(=O)C>[F:23][C:4]([F:3])([F:22])[C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[N:13]([Br:1])[CH2:12]2)=[N:9][CH:10]=1

Participants

5

Reactant 3

HCID 24408BromineHCID 20071603HCID 20071603, compoundHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 20071605HCID 20071605, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Bromine (0.15 ml) was added in one portion to a suspension of 1-(5-trifluoromethyl-2-pyridyl)-4-trifluoromethylpyrimidin-6-one (compound No. 2 in Table I) (0.5 g) and sodium acetate trihydrate (1.1 g) in acetic acid (4.8 ml). After stirring for 16 hours, the solvent, was removed under reduced pressure, and the residue was poured into water and aqueous sodium bicarbonate solution. Rigourous extraction into diethylether followed by drying over magnesium sulphate and removal of the solvent under reduced pressure, gave 1-(5-trifluoromethyl-2-pyridyl)-3-bromo-4-trifluoromethylpyrimidin-6-one as a pale yellow solid (m.p. 142-143° C.). The compound showed (CDC13) 8.90 (1H,s), 8.80 (1H,s), 8.2 (1H,dg), 8.16 (1H,d).

Workup

  1. customthe solvent, was removed under reduced pressure
  2. additionthe residue was poured into water and aqueous sodium bicarbonate solution
  3. extractionRigourous extraction into diethylether
  4. dry with materialby drying over magnesium sulphate and removal of the solvent under reduced pressure

Sources & evidence

ORD record
ord-8abd79562d044219bd870115261a5575
Source dataset
uspto-grants-1991_02
Patent number
US04990512

Reaction notes

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