Trifluoroacetic acid → HCID 24822150, compound

HRID 229405Notes

Reaction equation

HRID 229405 reaction equation
[F:1][C:2]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:3]=1[O:4][C:5]1[N:10]=[C:9]2[N:11](C(O)=O)[N:12]=[C:13]([O:14][CH:15]([CH3:17])[CH3:16])[C:8]2=[CH:7][N:6]=1.C(C(O)=O)(F)(F)F>C(Cl)Cl>[F:1][C:2]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:3]=1[O:4][C:5]1[N:10]=[C:9]2[NH:11][N:12]=[C:13]([O:14][CH:15]([CH3:17])[CH3:16])[C:8]2=[CH:7][N:6]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68801217HCID 68801217, compound

Product 1

HCID 24822150HCID 24822150, compoundYield 36.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-(2,4-Difluoro-phenoxy)-3-isopropoxy-pyrazolo[3,4-d]pyrimidine-1-carboxylic acid (190 mg) was treated with a solution of CF3CO2H (0.3 mL) in CH2Cl2 (5 mL) at room temperature for four hours. The reaction mixture was then concentrated under reduced pressure and the residue was purified by flash column chromatography flushing with 30% ethyl acetate in hexanes to give 60 mg of 6-(2,4-difluoro-phenoxy)-3-isopropoxy-1H-pyrazolo[3,4-d]pyrimidine, m.p. 143.7-145.0° C., MS (M+1)+: 307.

Workup

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. customthe residue was purified by flash column chromatography
  3. customflushing with 30% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-50c770bf3a8743908c3258f0b8db52c7
Source dataset
uspto-grants-2009_07
Patent number
US07563800B2

Reaction notes

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