Ammonia → 4-Amino-6-chloro-2-(4-methoxyphenyl)methyl-2H-pyrazolo[3,4-b]pyridine-5-carboxamide

HRID 478599Notes

Reaction equation

HRID 478599 reaction equation
FC1C([O:8][C:9]([C:11]2[C:16]([Cl:17])=[N:15][C:14]3=[N:18][N:19]([CH2:21][C:22]4[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=4)[CH:20]=[C:13]3[C:12]=2[NH2:30])=O)=C(F)C(F)=C(F)C=1F.[NH3:35]>C1COCC1>[NH2:30][C:12]1[C:13]2[C:14](=[N:18][N:19]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=3)[CH:20]=2)[N:15]=[C:16]([Cl:17])[C:11]=1[C:9]([NH2:35])=[O:8]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 59108869HCID 59108869, compound

Product 1

HCID 121144024-Amino-6-chloro-2-(4-methoxyphenyl)methyl-2H-pyrazolo[3,4-b]pyridine-5-carboxamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-amino-6-chloro-2-(4-methoxyphenyl)methyl-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid pentafluorophenyl ester (374 mg) in anhydrous THF was saturated with NH3 gas and stirred overnight. Removal of the solvent gave the desired product as a white solid (contain some pentafluorophenol). LC: 2.60 (Gradient 1); MH+: 332.

Workup

  1. customRemoval of the solvent

Sources & evidence

ORD record
ord-caa6c2b07ae94d9dbd22edbc7ea4b853
Source dataset
uspto-grants-2003_11
Patent number
US06642244B2

Reaction notes

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