Hydrochloric Acid → HCID 178456626, compound

HRID 573328Notes

Reaction equation

HRID 573328 reaction equation
C[O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[C:13]3=[N:14][CH:15]=[CH:16][CH:17]=[C:12]3[N:11]([CH:18]([CH3:20])[CH3:19])[N:10]=2)=[CH:5][CH:4]=1.Cl>CO>[CH3:20][CH:18]([N:11]1[C:12]2[C:13](=[N:14][CH:15]=[CH:16][CH:17]=2)[C:9]([C:6]2[CH:5]=[CH:4][C:3]([OH:2])=[N:8][CH:7]=2)=[N:10]1)[CH3:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 866889833-(6-Methoxypyridin-3-yl)-1-(1-methylethyl)-1H-pyrazolo[4,3-b]pyridine

Product 1

HCID 178456626HCID 178456626, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3-(6-methoxypyridin-3-yl)-1-(1-methylethyl)-1H-pyrazolo[4,3-b]pyridine (100 mg), MeOH (10 mL) and concentrated HCl (3 mL) was stirred at reflux for 24 h and then evaporated. The residue was treated with saturated NaHCO3 aqueous solution and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was suspended in IPE and collected by filtration to give the title compound (76 mg).

Workup

  1. temperatureat reflux for 24 h
  2. customevaporated
  3. additionThe residue was treated with saturated NaHCO3 aqueous solution
  4. extractionextracted with AcOEt
  5. dry with materialThe organic layer was dried over MgSO4
  6. concentrationconcentrated under reduced pressure
  7. filtrationcollected by filtration

Sources & evidence

ORD record
ord-6f510081efa34280a43c165ddab0dadb
Source dataset
uspto-grants-2015_05
Patent number
US09029536B2

Reaction notes

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