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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511504Generated: October 26, 2026

Diisopropylethylamine → methyl 1-(2-methyl-7-nitro-1-oxo-2,3-dihydro-1H-isoindol-4-yl)piperidine-4-carboxylate

https://huagongshe.com/reaction/511504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl isonipecotateHCID 424914—
Reactant4-Bromo-2-methyl-7-nitroisoindolin-1-oneHCID 53407894—
SolventDimethylformamideHCID 6228—
Productmethyl 1-(2-methyl-7-nitro-1-oxo-2,3-dihydro-1H-isoindol-4-yl)piperidine-4-carboxylateHCID 672556038.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

4-Bromo-2-methyl-7-nitro-2,3-dihydro-1H-isoindol-1-one (320.0 mg, 1.180 mmol), methyl isonipecotate (1.595 mL, 11.80 mmol), DIPEA (2.056 mL, 11.80 mmol) and DMF (5 mL) were mixed and heated in sealed tube at 90° C. for 3 days. The crude mixture was purified by MDP under basic conditions to obtain the title compound (33 mg, 8.4% yield). MS (ES+): m/z 334.16 (100) [MH+]; HPLC: tR=0.80 min (UPLC, Analytical).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096624B2
Source datasetuspto-grants-2015_08
ORD IDord-204126aa154c4f339a13edca47a7ba81
Source noteuspto-grants-2015_08