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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698160Generated: November 1, 2026

Triethylamine → 1-(4-Fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid [(S)-1-(1H-pyrazol-3-yl)-propyl]-amide

https://huagongshe.com/reaction/1698160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPyBOPHCID 2724699—
Reactant1-(4-Fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acidHCID 59278137—
Reactant(S)-1-[1-(toluene-4-sulfonyl)-1H-pyrazol-3-yl]-propylamineHCID 59278418—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-(4-Fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid [(S)-1-(1H-pyrazol-3-yl)-propyl]-amideHCID 178456077—

Reaction Steps

To a room temperature solution of 1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid (185 mg, 0.800 mmol) in DMF was added PyBOP (360 mg, 0.72 mmol) and Et3N (152 mg, 1.50 mmol). After 30 minutes, (S)-1-[1-(toluene-4-sulfonyl)-1H-pyrazol-3-yl]-propylamine (201 mg, 0.720 mmol) was added. After 3 hours, the reaction was diluted with water and extracted with EtOAc. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by reversed-phase HPLC. The major fractions were combined and the solvent was removed in vacuo to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163918B2
Source datasetuspto-grants-2012_04
ORD IDord-b75f5fbacfbd499aa44dd2a9777d7fd8
Source noteuspto-grants-2012_04