Perchloric Acid → HCID 178489392, compound

HRID 1865623

Reaction equation

HRID 1865623 reaction equation
[NH2:1][C:2]1[C:10]([CH3:11])=[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]([CH3:11])=[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 579758022-amino-5-[3-(2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-3-methyl-benzoic acid

Product 1

HCID 178489392HCID 178489392, compoundYield 57.8%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

551 mg (1.09 mmol) of 2-amino-5-[3-(2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-3-methyl-benzoic acid was dissolved in 10 mL of glacial acetic acid. 500 μL of 70% perchloric acid was added and the mixture left at ambient temperature for 3 h. The resulting solution was diluted with 100 mL of water and the resulting precipitate filtered off and dried by suction to afford 234 mg (0.63 mmol, 57%) of 2-amino-5-[3-(2-methoxy-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-3-methyl-benzoic acid as an orange-red solid. MS: m/z 375.0 (M+H+).

Workup

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

Sources & evidence

ORD record
ord-e1379ddebc9546129bb9817337ce2f20
Source dataset
uspto-grants-2009_12
Patent number
US07626021B2

Linked notes

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