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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 327478Generated: October 25, 2026

tert-Butyl 4-(bromomethyl)-1H-benzo[d]imidazole-1-carboxylate → 5,6-Dihydro-N,N-dimethyl-4H-pyrrolo(3,2,1ij)quinolin-5-amine

https://huagongshe.com/reaction/327478

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 4-(bromomethyl)-1H-benzo[d]imidazole-1-carboxylateHCID 15744964—
ReactantDiethyl (dipropylamino)propanedioateHCID 15744966—
SolventEther tetrahydrofuranHCID 21868444—
Product5,6-Dihydro-N,N-dimethyl-4H-pyrrolo(3,2,1ij)quinolin-5-amineHCID 11469718—

Reaction Steps

This compound was prepared by following the procedure of Example 18, but substituting methyl 7-(bromomethyl)-1H-indole-1-carboxylate for t-butyl 4-(bromomethyl)-1H-benzimidazole-1-carboxylate and diethyl (dimethylamino)malonte for diethyl (dipropylamino)malonate. The bulk of the product was converted to the maleate salt, mp 114°-115° C. from THF/ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05273975
Source datasetuspto-grants-1993_12
ORD IDord-556cf091629349e592814e7e8c44d29f
Source noteuspto-grants-1993_12