Hydrochloric Acid → HCID 17972199, compound

HRID 498928Notes

Reaction equation

HRID 498928 reaction equation
[Cl:1][C:2]1[CH:17]=[C:16]([F:18])[C:15]([N:19]2[C:24](=[O:25])[CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[N:21]([CH3:30])[C:20]2=[O:31])=[CH:14][C:3]=1[C:4]([O:6][C:7]([CH3:13])([CH3:12])[C:8]([O:10]C)=[O:9])=[O:5].Cl>C(O)(=O)C>[Cl:1][C:2]1[CH:17]=[C:16]([F:18])[C:15]([N:19]2[C:24](=[O:25])[CH:23]=[C:22]([C:26]([F:27])([F:29])[F:28])[N:21]([CH3:30])[C:20]2=[O:31])=[CH:14][C:3]=1[C:4]([O:6][C:7]([CH3:13])([CH3:12])[C:8]([OH:10])=[O:9])=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 17972202HCID 17972202, compound

Product 1

HCID 17972199HCID 17972199, compoundYield 68.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1.0 g (2.1 mmol) of methyl 2-[2-chloro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin-1-yl)-4-fluoro-benzoyloxy]-2-methylpropionate from example 4.1 was dissolved in 50 ml of acetic acid, 50 ml of conc. hydrochloric acid were added and the reaction mixture was heated under reflux for 5 hours. Most of the acetic acid was distilled off, and the solution that remained was poured into ice-water. The precipitate was filtered off and dried, which gave 0.65 g of 2-[2-chloro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin-1-yl)-4-fluorobenzoyloxy]-2-methylpropionic acid.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 5 hours
  3. distillationMost of the acetic acid was distilled off
  4. additionthe solution that remained was poured into ice-water
  5. filtrationThe precipitate was filtered off
  6. customdried

Sources & evidence

ORD record
ord-edcec835b10543288395ff8b99605f27
Source dataset
uspto-grants-2010_08
Patent number
US07767624B2

Reaction notes

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