Phosphorus oxychloride → HCID 22732429, compound

HRID 1765224Notes

Reaction equation

HRID 1765224 reaction equation
O[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:13]=[N:14][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:16][CH:17]=2)[N:3]=1.P(Cl)(Cl)([Cl:24])=O>>[Cl:24][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:13]=[N:14][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:16][CH:17]=2)[N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178516141HCID 178516141, compound

Product 1

HCID 22732429HCID 22732429, compound

Procedure

A mixture of 4-hydroxy-6-trifluoromethyl-2-(6-trifluoromethyl-3-pyridinyl)-pyrimidine (145 mg, 0.469 mmol) and phosphorus oxychloride (10 ml) was refluxed for 3 h. The mixture was cooled to room temperature and rotary evaporated to leave an oily residue. The residue was extracted with ethyl acetate (50 ml), washed with water (2×20 ml) and dried over anhydrous sodium sulfate. The ethyl acetate solution was concentrated in vacuo to give a crude solid (80 mg).

Workup

  1. temperaturewas refluxed for 3 h
  2. customrotary evaporated
  3. customto leave an oily residue
  4. extractionThe residue was extracted with ethyl acetate (50 ml)
  5. washwashed with water (2×20 ml)
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationThe ethyl acetate solution was concentrated in vacuo

Sources & evidence

ORD record
ord-797f5c1b39eb4069a4c0f165c0a22d9c
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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