Hydrochloric Acid → HCID 178463006, compound

HRID 573331Notes

Reaction equation

HRID 573331 reaction equation
[CH2:1]([N:3]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2[CH:13]=[N:14][C:15]([O:18]C)=[CH:16][CH:17]=2)=[N:4]1)[CH3:2].Cl>CO>[CH2:1]([N:3]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[N:14][CH:13]=2)=[N:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 866889861-Ethyl-3-(6-methoxypyridin-3-yl)-1H-pyrazolo[4,3-b]pyridine

Product 1

HCID 178463006HCID 178463006, compoundYield 79.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1-ethyl-3-(6-methoxypyridin-3-yl)-1H-pyrazolo[4,3-b]pyridine (120 mg), MeOH (10 mL) and concentrated HCl (5 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 (90 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-e4127b9925124a65a7744607c1b5e6b7
Source dataset
uspto-grants-2015_05
Patent number
US09029536B2

Reaction notes

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