Ammonia → HCID 59912879, compound

HRID 478596Notes

Reaction equation

HRID 478596 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:11]([Cl:12])=[N:10][C:9]2=[N:13][N:14]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=3)[CH:15]=[C:8]2[C:7]=1Cl)=[O:5])[CH3:2].[NH3:26]>CCO.C1COCC1>[CH2:1]([O:3][C:4]([C:6]1[C:11]([Cl:12])=[N:10][C:9]2=[N:13][N:14]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=3)[CH:15]=[C:8]2[C:7]=1[NH2:26])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 59912881HCID 59912881, compound

Product 1

HCID 59912879HCID 59912879, compound

Reagents, catalysts & solvents 1

HCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

A solution of 4,6-dichloro-2-(4-methoxyphenyl)methyl-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester (1.21 g) in EtOH/THF was saturated with NH3. Then solution was then stirred for 12 days (the solution was resaturated several times during that time). The solvent was removed and the residue was dissolved in EtOAc (250 mL). The solution was washed with aqueous NaCHCO3 and dried. Removal of the solvent gave the product (1 g) as a white solid. LC: 3.84 (Gradient 1); MH+: 347.

Workup

  1. customThe solvent was removed
  2. dissolutionthe residue was dissolved in EtOAc (250 mL)
  3. washThe solution was washed with aqueous NaCHCO3
  4. customdried
  5. customRemoval of the solvent

Sources & evidence

ORD record
ord-20f8ac679259410096b3daf7685e39c6
Source dataset
uspto-grants-2003_11
Patent number
US06642244B2

Reaction notes

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