Phosphorus oxychloride → HCID 57839132, compound

HRID 733158Notes

Reaction equation

HRID 733158 reaction equation
[CH3:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=2)=[N:4][C:5](=O)[NH:6][C:7]=1[CH2:8][CH2:9][CH3:10].P(Cl)(Cl)([Cl:24])=O>>[Cl:24][C:5]1[N:6]=[C:7]([CH2:8][CH2:9][CH3:10])[C:2]([CH3:1])=[C:3]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=2)[N:4]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 57839112HCID 57839112, compound

Product 1

HCID 57839132HCID 57839132, compound

Procedure

A mixture of 5-methyl-6-propyl-4-(3-trifluoromethylphenyl)-1H-pyrimidin-2-one (64 mg) and phosphorus oxychloride (3 mL) was stirred and heated at reflux for 24 h, then allowed to cool and poured onto a mixture of ice/ether (20 mL). The ether layer was separated, washed with saturated sodium carbonate solution (10 mL) and water (10 mL), dried over sodium sulphate, and evaporated at reduced pressure to afford 2-chloro-5-methyl-4-propyl-6-(3-trifluoromethylphenyl)-pyrimidine as an oil (64 mg).

Workup

  1. temperatureheated
  2. temperatureat reflux for 24 h
  3. temperatureto cool
  4. customThe ether layer was separated
  5. washwashed with saturated sodium carbonate solution (10 mL) and water (10 mL)
  6. dry with materialdried over sodium sulphate
  7. customevaporated at reduced pressure

Sources & evidence

ORD record
ord-14da95fe8d704e19bae70ee487314373
Source dataset
uspto-grants-2009_09
Patent number
US07589095B2

Reaction notes

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