Hydrochloric Acid → HCID 178454508, compound

HRID 2214735Notes

Reaction equation

HRID 2214735 reaction equation
[CH3:1][CH2:2][CH2:3][C:4](Cl)=[O:5].[C:7]1([C:13]2[CH:14]=[C:15]3[C:21]([NH2:22])=[N:20][NH:19][C:16]3=[N:17][CH:18]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl>N1C=CC=CC=1>[C:7]1([C:13]2[CH:14]=[C:15]3[C:21]([NH:22][C:4](=[O:5])[CH2:3][CH2:2][CH3:1])=[N:20][NH:19][C:16]3=[N:17][CH:18]=2)[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8855Butyryl chlorideHCID 178509225HCID 178509225, compound

Product 1

HCID 178454508HCID 178454508, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

n-Butyryl chloride (40 μl, 0.36 mmol) was added to a solution of 5-phenyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine (Description 2; 100 mg, 0.47 mmol) in pyridine (0.5 ml). The reaction mixture was stirred at reflux for 16 hours, then allowed to cool. The solution was acidified to pH 1 with 5N HCl, and the resulting solids were filtered and dried. Crystallization from DMF/MeOH afforded the title compound as a solid.

Workup

  1. temperatureat reflux for 16 hours
  2. temperatureto cool
  3. filtrationthe resulting solids were filtered
  4. customdried
  5. customCrystallization from DMF/MeOH

Sources & evidence

ORD record
ord-ffdb224f35454200a31c3a3d88176259
Source dataset
uspto-grants-2006_09
Patent number
US07109199B2

Reaction notes

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