Phosphorus oxychloride → HCID 86619631, compound

HRID 733154Notes

Reaction equation

HRID 733154 reaction equation
[CH2:1]([C:4]1[NH:9][C:8](=O)[N:7]=[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)[CH:5]=1)[CH2:2][CH3:3].P(Cl)(Cl)([Cl:23])=O>>[Cl:23][C:8]1[N:9]=[C:4]([CH2:1][CH2:2][CH3:3])[CH:5]=[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)[N:7]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 57839115HCID 57839115, compound

Product 1

HCID 86619631HCID 86619631, compound

Procedure

A mixture of 6-propyl-4-(3-trifluoromethylphenyl)-1H-pyrimidin-2-one (204 mg) and phosphorus oxychloride (3 mL) was stirred and heated at reflux for 72 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 (20 mL), dried over sodium sulphate, and evaporated at reduced pressure to afford 2-chloro-4-propyl-6-(3-trifluoromethylphenyl)-pyrimidine as a dark brown oil (239 mg).

Workup

  1. temperatureheated
  2. temperatureat reflux for 72 h
  3. temperatureto cool
  4. customThe ether layer was separated
  5. washwashed with saturated sodium carbonate solution (20 mL)
  6. dry with materialdried over sodium sulphate
  7. customevaporated at reduced pressure

Sources & evidence

ORD record
ord-69d2a0f33d1a4571be9b2e4cdbccaa09
Source dataset
uspto-grants-2009_09
Patent number
US07589095B2

Reaction notes

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