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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1355677Generated: October 31, 2026

Pyrrolidine → 4-[7-Methyl-1-naphthalen-1-ylmethyl-2-oxo-3-(1-trityl-1h-pyrazol-4-ylmethylene)-2,3-dihydro-1h-indol-6-yl]-benzonitrile

https://huagongshe.com/reaction/1355677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant4-(7-Methyl-1-naphthalen-1-ylmethyl-2-oxo-2,3-dihydro-1h-indol-6-yl)-benzonitrileHCID 18507758—
Reactant1-Trityl-1H-pyrazole-4-carbaldehydeHCID 22342575—
SolventMethanolHCID 887—
Product4-[7-Methyl-1-naphthalen-1-ylmethyl-2-oxo-3-(1-trityl-1h-pyrazol-4-ylmethylene)-2,3-dihydro-1h-indol-6-yl]-benzonitrileHCID 7003271663.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a suspension of 4-(7-methyl-1-naphthalen-1-ylmethyl-2-oxo-2,3-dihydro-1H-indol-6-yl)-benzonitrile (300 mg, 0.773 mmol) and 1-trityl-1H-pyrazole-4-carbaldehyde (303 mg, 0.928 mmol) in methanol (5 ml) was added pyrrolidine (0.323 ml, 3.87 mmol). The reaction mixture was heated at 70° C. overnight. After cooled to room temperature, the reaction mixture formed a precipitate. The solid was collected and washed with cold methanol to give the title compound of 13B as a bright yellow solid (340 mg, 63.2% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586447B1
Source datasetuspto-grants-2003_07
ORD IDord-b5f2cc8bf2dd40cd89b642730a1be057
Source noteuspto-grants-2003_07