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Sulfuric Acid → HCID 23070158, compound

HRID 34001
Notes
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Reaction equation

HRID 34001 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:12]3=[N:13][C:14](C#N)=[CH:15][CH:16]=[C:11]3[NH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.S(=O)(=O)(O)O.[C:24](=[O:27])([O-])[OH:25].[Na+]>O.C(O)(=O)C>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:12]3=[N:13][C:14]([C:24]([OH:25])=[O:27])=[CH:15][CH:16]=[C:11]3[NH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 230701783-(3-fluorophenyl)-1H-pyrazolo[4,3-b]-pyridine-5-carbonitrile

Product 1

HCID 23070158HCID 23070158, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962
Water
Solvent
2×

Conditions

Temperature
100 °C

Procedure

140 mg of 3-(3-fluorophenyl)-1H-pyrazolo[4,3-b]-pyridine-5-carbonitrile was added to a mixed solution of 1 mL water, 1 mL concentrated sulfuric acid and 1 mL glacial acetic acid, and heated under 100° C. for 3 hours. The reaction solution was added with 25 mL of ice-cooled water, neutralized with sodium hydrogen carbonate, and the precipitated crystals were collected by filtration. The crystals collected by filtration were washed with cold water, and dried under reduced pressure, to give 150 mg of a crude product of the title compound as a colorless powder.

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. filtrationThe crystals collected by filtration
  3. washwere washed with cold water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-2eadbb060ada48919d146a17c213ae40
Source dataset
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07429609B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes