Perchloric Acid → HCID 178489410, compound

HRID 1865629Notes

Reaction equation

HRID 1865629 reaction equation
[NH2:1][C:2]1[C:10]([F:11])=[CH:9][C:8]([C:12]2[CH:13]=[C:14]3[C:20]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[O:27][CH3:28])=[N:19][N:18](COCC[Si](C)(C)C)[C:15]3=[N:16][CH:17]=2)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl(O)(=O)(=O)=O>C(O)(=O)C.O>[NH2:1][C:2]1[C:10]([F:11])=[CH:9][C:8]([C:12]2[CH:13]=[C:14]3[C:20]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[O:27][CH3:28])=[N:19][NH:18][C:15]3=[N:16][CH:17]=2)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 2

HCID 24247Perchloric AcidHCID 57975904HCID 57975904, compound

Product 1

HCID 178489410HCID 178489410, compoundYield 106%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

175 mg (0.34 mmol) of 2-amino-3-fluoro-5-[3-(2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-benzoic acid was dissolved in 5 mL of glacial acetic acid. 250 μL of 70% perchloric acid was added and the resulting mixture left at ambient temperature for 17 h. The resulting solution was diluted with 85 mL of water and the resulting precipitate filtered off and dried by suction to afford 137 mg (0.36 mmol, 106%) of 2-amino-3-fluoro-5-[3-(2-methoxy-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-benzoic acid as a brown solid. MS: m/z 379.1 (M+H+).

Workup

  1. filtrationthe resulting precipitate filtered off
  2. customdried by suction

Sources & evidence

ORD record
ord-60d88a5ddfae4b58afd3b33682084389
Source dataset
uspto-grants-2009_12
Patent number
US07626021B2

Reaction notes

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