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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 489456Generated: October 31, 2026

Trifluoroacetic acid → 6-acetyl-4-(2-chlorophenyl)-2,4-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile

https://huagongshe.com/reaction/489456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-ChlorobenzaldehydeHCID 6996—
ReactantMethyl 2,2-dimethoxypropionateHCID 82339—
ReactantHCID 178418806HCID 178418806—
Reactant4-(2-chlorophenyl)-6-(1,1-dimethoxyethyl)-2,4-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carbonitrileHCID 178496203—
SolventDichloromethaneHCID 6344—
Product6-acetyl-4-(2-chlorophenyl)-2,4-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carbonitrileHCID 17846693385.4%
Product4-(2-chlorophenyl)-6-(1,1-dimethoxyethyl)-2,4-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carbonitrileHCID 178496203—

Reaction Steps

4-(2-Chlorophenyl)-5-cyano-4,7-dihydro-6-(1,1-dimethoxyethyl)-2H-pyrazolo[3,4-b]pyridine was prepared from methyl 2,2-dimethoxypropionate, 2-chlorobenzaldehyde and 3-aminopyrazole in the same manner as in Example 1001. To a solution of 4-(2-chlorophenyl)-5-cyano-4,7-dihydro-6-(1,1-dimethoxyethyl)-2H-pyrazolo[3,4-b]pyridine (1.0 g) in dichloromethane (10 mL) was added a trifluoroacetic acid (10 mL) under ice-cooling and the mixture was stirred under ice-cooling for 1 hour. The solvent was evaporated and the obtained residue was crystallized from ethyl acetate to give the title compound (370 mg) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06977262B2
Source datasetuspto-grants-2005_12
ORD IDord-dab1f6acc3a94d9a84440008e651fd88
Source noteuspto-grants-2005_12