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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1790041Generated: November 1, 2026

Water → 2-Bromo-1-(2,4-Dichlorophenyl)-3-methyl-5-piperidin-1-yl-1,5,6,7-tetrahydropyrrolo[3,2-c]pyridine-4-one

https://huagongshe.com/reaction/1790041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
Reactant1-(2,4-Dichlorophenyl)-3-methyl-5-piperidin-1-yl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridine-4-oneHCID 17955240—
SolventDimethylformamideHCID 6228—
Product2-Bromo-1-(2,4-Dichlorophenyl)-3-methyl-5-piperidin-1-yl-1,5,6,7-tetrahydropyrrolo[3,2-c]pyridine-4-oneHCID 2203846675%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 1-(2,4-dichlorophenyl)-3-methyl-5-(1-piperidinyl)-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one (200 mg, 0.529 mmol, Example 16) at 0° C. in dry DMF was added NBS (N-bromosuccinimide) (99 mg, 0.555 mmol). The reaction mixture was stirred 1 h at 0° C., and then water was added. The resulting solution was extracted several times with Et2O, the combined organic extracts were dried over MgSO4 and evaporated. The residue was dissolved in CH2Cl2 and filtered through a pad of silica gel to give the title material (180 mg, 75% yield) as an orange solid, which was used in Example 19.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07071207B2
Source datasetuspto-grants-2006_07
ORD IDord-fc4081945ad94a06b2047b2452355331
Source noteuspto-grants-2006_07