Hydrochloric Acid → HCID 178505890, compound

HRID 271085Notes

Reaction equation

HRID 271085 reaction equation
[F:1][C:2]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:3]=1[O:4][C:5]1[N:10]=[C:9]2[N:11](COCC[Si](C)(C)C)[N:12]=[C:13]([I:14])[C:8]2=[CH:7][N:6]=1.Cl>CO>[F:1][C:2]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:3]=1[O:4][C:5]1[N:10]=[C:9]2[NH:11][N:12]=[C:13]([I:14])[C:8]2=[CH:7][N:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 598343496-(2,4-Difluorophenoxy)-3-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidine

Product 1

HCID 178505890HCID 178505890, compoundYield 39.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-(2,4-Difluoro-phenoxy)-3-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidine (89 mg) was dissolved in 3 mL of MeOH. Aqueous HCl (2 mL, 18.5%) was added, and the mixture was heated to reflux for four hours. The reaction mixture was cooled to room temperature, transferred to a stoppered flask, and heated to 90° C. for w hours. The reaction mixture was evaporated under reduced pressure and the residue was taken up in 12 mL of EtOAc, made basic with 25 mL of 5 N NaOH, wahsed with water, saturated brine, dried over MgSO4, filtered, and evaporated under reduced pressure to yield 26 mg of 6-(2,4-Difluoro-phenoxy)-3-iodo-1H-pyrazolo[3,4-d]pyrimidine. Mass Spec. M+H=373.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for four hours
  3. customtransferred to a stoppered flask
  4. temperatureheated to 90° C. for w hours
  5. customThe reaction mixture was evaporated under reduced pressure
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-b84947bdc99f48ab86099e9177b3329d
Source dataset
uspto-grants-2008_11
Patent number
US07452880B2

Reaction notes

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