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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752603Generated: November 2, 2026

2-(Quinolin-2-yl)ethan-1-amine → 7-Chloro-5-(4-methoxy-benzyl)-2-(2-quinolin-2-yl-ethyl)-3,5-dihydro-2H-pyrrolo[3,4-c]pyridine-1,6-dione

https://huagongshe.com/reaction/1752603

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Quinolin-2-yl)ethan-1-amineHCID 10176322—
Reactant1-(4-Methoxybenzyl)-2-oxo-1,2-dihydro-3-chloro-4-methoxycarbonyl-5-chloromethyl-pyridineHCID 90421806—
SolventEthanolHCID 702—
Product7-Chloro-5-(4-methoxy-benzyl)-2-(2-quinolin-2-yl-ethyl)-3,5-dihydro-2H-pyrrolo[3,4-c]pyridine-1,6-dioneHCID 9042183753.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 2-(quinolin-2-yl)ethanamine (48.4 mg, 0.281 mmol, see Example a1)), methyl 3-chloro-5-(chloromethyl)-1-(4-methoxybenzyl)-2-oxo-1,2-dihydropyridine-4-carboxylate (100 mg, 0.281 mmol) and TEA (0.117 ml, 0.842 mmol) were dissolved in EtOH (3.0 ml) in a 5 ml microwave reaction vial. The suspension was heated in a Biotage microwave at about 100° C. for about 20 min. After cooling, it was verified by LC-MS that the reaction was almost completed. The solution was concentrated to dryness and recrystallized from EtOH to give the title compound (69 mg, 0.150 mmol, 53.4% yield) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163019B2
Source datasetuspto-grants-2015_10
ORD IDord-dbfeecda78654e4389abdcd95919883c
Source noteuspto-grants-2015_10