Hydrochloric Acid → HCID 23090224, compound

HRID 1437206Notes

Reaction equation

HRID 1437206 reaction equation
[OH-].[Na+].C([O:5][C:6]([C:8]1[CH:12]=[C:11]([C:13]2[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][N:14]=2)[N:10]([C:21]2[CH:22]=[N:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=2)[N:9]=1)=[O:7])C.Cl>CO.O1CCCC1>[CH3:28][O:27][C:24]1[N:23]=[CH:22][C:21]([N:10]2[C:11]([C:13]3[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][N:14]=3)=[CH:12][C:8]([C:6]([OH:7])=[O:5])=[N:9]2)=[CH:26][CH:25]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57940663HCID 57940663, compound

Product 1

HCID 23090224HCID 23090224, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

1N Aqueous solution of sodium hydroxide (2.23 mL) was added to 1-(6-Methoxy-3-pyridyl)-5-(4-methoxy-2-pyridyl)pyrazole-3-carboxylic acid ethyl ester (0.416 g) obtained from Referential Example 18 in a mixture of methanol (6.3 mL) and tetrahydrofuran (6.3 mL) at room temperature, followed by stirring for 5 hours. The reaction mixture was neutralized with 1N aqueous solution of hydrochloric acid (2.23 mL), and then partitioned between water and chloroform. Subsequently, the aqueous layer was extracted with chloroform twice. The organic layer was dried over sodium sulfate anhydrate, followed by filtration. The solvent was evaporated under reduced pressure, to thereby give the title compound as a solid substance (0.353 g, 92%).

Workup

  1. custompartitioned between water and chloroform
  2. extractionSubsequently, the aqueous layer was extracted with chloroform twice
  3. dry with materialThe organic layer was dried over sodium sulfate anhydrate
  4. filtrationfollowed by filtration
  5. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-49cc19709ee840ee82ede3c7112cc8e4
Source dataset
uspto-grants-2009_11
Patent number
US07622471B2

Reaction notes

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