Trifluoroacetic acid → HCID 178439093, compound

HRID 2359456Notes

Reaction equation

HRID 2359456 reaction equation
C(=O)([O:7][C:8]1[N:13]=[C:12]([CH:14]([CH3:16])[CH3:15])[CH:11]=[C:10]([CH:17]([CH3:19])[CH3:18])[N:9]=1)OC(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[CH:14]([C:12]1[CH:11]=[C:10]([CH:17]([CH3:19])[CH3:18])[N:9]=[C:8]([OH:7])[N:13]=1)([CH3:16])[CH3:15]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 15262381HCID 15262381, compound

Product 1

HCID 178439093HCID 178439093, compoundYield 31.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

Tert-butyl 4,6-diisopropylpyrimidine-2-yl carbonate (42 mg) was dissolved in methylene chloride (4 mL). While the solution was cooled with ice, trifluoroacetic acid (1 mL) was added to the solution. The mixture was then stirred at room temperature (20 to 30° C.) for 1 hour. After the reaction was completed, the mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (methylene chloride: methanol=10:1) to give 8.5 mg (30% yield) of the desired product as a brown amorphous.

Workup

  1. additionwas added to the solution
  2. concentrationthe mixture was concentrated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (methylene chloride: methanol=10:1)

Sources & evidence

ORD record
ord-e2e4b222a6d5466aade5ee0b894f6ad4
Source dataset
uspto-grants-2014_04
Patent number
US08685989B2

Reaction notes

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