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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334987Generated: October 29, 2026

Dichloromethane → 5-(4-Methyl-piperazin-1-ylmethyl)-1,3-dihydro-isoindole-2-carboxylic acid benzyl ester

https://huagongshe.com/reaction/334987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant1-MethylpiperazineHCID 53167—
Reactant5-Methanesulfonyloxymethyl-1,3-dihydro-isoindole-2-carboxylic acid benzyl esterHCID 57990212—
SolventWaterHCID 962—
Product5-(4-Methyl-piperazin-1-ylmethyl)-1,3-dihydro-isoindole-2-carboxylic acid benzyl esterHCID 5799020847%

Reaction Steps

DCM (33 L) and N-methylpiperazine (21.45 L, 193.4 mol) were stirred at 25° C. and the solution from step 8 added over a minimum of 30 mins such that temperature 20-30° C. After stirring the solution for a further 30 mins water (55 L) was added and the organic phase was washed with water (2×55 L). The product was extracted into 0.8M HCl (66 L) and the layers separated. The aqueous phase was washed with DCM (55 L) and then basified with 2M NaOH to pH 10-11 and the product was extracted into EtOAc (2×55 L). The combined organic phase were filtered to remove solids and the evaporated followed by azeotroping with toluene and drying to constant weight to give the title compound, 6.63 kg (47% yield, 98% pure by hplc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883790B2
Source datasetuspto-grants-2014_11
ORD IDord-750f534f13a94a89841514450055844a
Source noteuspto-grants-2014_11