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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 277973Generated: October 30, 2026

Sulfuric Acid → 1-(3-Bromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-4-[(4-piperidinyl)acetyl]piperazine

https://huagongshe.com/reaction/277973

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSodium HydroxideHCID 14798—
Reactant1,1-Dimethylethyl 4-[[[4-(3-bromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-YL)-1-piperazinyl]carbonyl]methyl]-1-piperidinecarboxylateHCID 10841523—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
Product1-(3-Bromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-4-[(4-piperidinyl)acetyl]piperazineHCID 1076822074%

Reaction Conditions

Temperature25 °C

Reaction Steps

The title compound from Step A above (4.61 g) (7.5 mmoles) was dissolved in methanol (40 ml) and a 10% (v/v) conc. H2SO4 in dioxane solution (100 ml) was added. The mixture was stirred at 25° C. for 2 h and then basified with conc. aqueous NaOH. The mixture was extracted with dichloromethane and the latter was washed with water, dried over MgSO4, filtered and evaporated to dryness. The product was chromatographed on silica gel using 10% (10% conc. NH4OH in methanol)dichloromethane as the eluant to give the title compound (Yield: 2.86 g; 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06358968B1
Source datasetuspto-grants-2002_03
ORD IDord-e8abea2b407a48a1b74bf000381c360e
Source noteuspto-grants-2002_03