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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181676Generated: October 26, 2026

Piperidine → 5-{2-[(5-chloro-1H-indol-3-yl)methyl]-7-isobutyl-5-methyl-4,6-dioxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-3-yl}-1-methyl-1H-pyrrole-3-carbonitrile

https://huagongshe.com/reaction/1181676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant5-formyl-1-methyl-1H-pyrrole-3-carbonitrileHCID 12730477—
Reactant5-chloro-1H-indole-3-carbaldehyde (3-isobutyl-1-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)hydrazoneHCID 136334112—
SolventDimethylformamideHCID 6228—
Product5-{2-[(5-chloro-1H-indol-3-yl)methyl]-7-isobutyl-5-methyl-4,6-dioxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-3-yl}-1-methyl-1H-pyrrole-3-carbonitrileHCID 5898103459%

Reaction Conditions

Temperature50 °C

Reaction Steps

5-formyl-1-methyl-1H-pyrrole-3-carbonitrile (0.032 g) and piperidine (0.05 ml) was added to a solution of 5-chloro-1H-indole-3-carbaldehyde (3-isobutyl-1-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)hydrazone (0.075 g) in dimethylformamide (1.5 ml). The solution was heated at 50° C. for 5 hours. Reaction cooled to room temperature and purified on preparative HPLC to give the title compound (0.058 g). Mass: 490.16 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285558B2
Source datasetuspto-grants-2007_10
ORD IDord-8a05b58e3ffa4b32bc0d11c376aa26e7
Source noteuspto-grants-2007_10