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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 971138Generated: October 30, 2026

1-(4-Methoxyphenyl)-6-(4-{1-[(methylamino)methyl]cyclopropyl}phenyl)-7-oxo-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carboxamide → 1-(4-Methoxyphenyl)-6-(4-{1-[(methylamino)methyl]cyclopropyl}phenyl)-7-oxo-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carbonitrile

https://huagongshe.com/reaction/971138

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-Methoxyphenyl)-6-(4-{1-[(methylamino)methyl]cyclopropyl}phenyl)-7-oxo-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carboxamideHCID 44581362—
CatalystThionyl ChlorideHCID 24386—
SolventDimethylformamideHCID 6228—
Product1-(4-Methoxyphenyl)-6-(4-{1-[(methylamino)methyl]cyclopropyl}phenyl)-7-oxo-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carbonitrileHCID 4458136376.4%

Reaction Steps

The product of Example 67 (15 mg) was stirred in DMF (0.5 mL) at RT in a capped vial. Two drops of thionyl chloride was added. The reaction was completed in 10 min. The mixture was purified by RP-prep LC-MS (5–98% CH3CN/H2O in a 10-min run) to give pure 1-(4-methoxyphenyl)-6-(4-{1-[(methylamino)methyl]cyclopropyl}phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carbonitrile (11 mg, yield: 76.2%). LC/MS (ESI+) 428.4 (M+H)+, tR=4.49 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07312214B2
Source datasetuspto-grants-2007_12
ORD IDord-7e610fdf21e84e34ab9504f2fb4f01ef
Source noteuspto-grants-2007_12