Hydrochloric Acid → HCID 178505889, compound

HRID 271090Notes

Reaction equation

HRID 271090 reaction equation
[F:1][C:2]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:3]=1[O:4][C:5]1[N:10]=[C:9]2[N:11](COCC[Si](C)(C)C)[N:12]=[C:13]([CH:14]=[CH:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:8]2=[CH:7][N:6]=1.Cl>CO.CCOCC>[F:1][C:2]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:3]=1[O:4][C:5]1[N:10]=[C:9]2[NH:11][N:12]=[C:13]([CH:14]=[CH:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:8]2=[CH:7][N:6]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69313650HCID 69313650, compound

Product 1

HCID 178505889HCID 178505889, compoundYield 132%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

6-(2,4-Difluoro-phenoxy)-3-styryl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidine (42 mg, 0.08 mmol) was dissolved in 1 mL MeOH and treated with 1.1 mL of 10% HCl in Et2O. The reaction mixture was stirred overnight at room temperature, and then concentrated under reduced pressure. The residue was purified by preparative TLC (4:1 hexanes/EtOAc) to yield 0.037 g of 6-(2,4-difluoro-phenoxy)-3-styryl-1H-pyrazolo[3,4-d]pyrimidine. Mass Spec. M+H=351.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by preparative TLC (4:1 hexanes/EtOAc)

Sources & evidence

ORD record
ord-69d1a94d767a457e9dea08014e463902
Source dataset
uspto-grants-2008_11
Patent number
US07452880B2

Reaction notes

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