Hydrochloric Acid → HCID 178524798, compound

HRID 456633Notes

Reaction equation

HRID 456633 reaction equation
C([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11]2[C:19]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[NH:13][N:12]=2)[NH:8][CH:7]=1)=[O:5])C.Cl>[OH-].[Na+]>[NH:13]1[C:14]2=[N:15][CH:16]=[CH:17][CH:18]=[C:19]2[C:11]([C:9]2[NH:8][CH:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:10]=2)=[N:12]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178469891HCID 178469891, compound

Product 1

HCID 178524798HCID 178524798, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 5-(1H-pyrazolo[3,4-b]pyridin-3-yl)-1H-pyrrole-3-carboxylic acid ethyl ester (200 mg, 0.78 mmol) (from Example 11) and 10% NaOH (10 mL) was stirred at room temperature for one hour, at 40° C. for 2 hours and at room temperature for overnight. The reaction was adjusted to pH 6–7 with concentrated HCl. The precipitate was collected by vacuum filtration, washed with water and dried to give 140 mg (79%) of the titled compound.

Workup

  1. filtrationThe precipitate was collected by vacuum filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-5f3d529abf04468199b065a62c313ed6
Source dataset
uspto-grants-2007_03
Patent number
US07186716B2

Reaction notes

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