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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923165Generated: November 1, 2026

Piperidine → HCID 58614790, compound

https://huagongshe.com/reaction/923165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantTriethylamineHCID 8471—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 66877367HCID 66877367—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductHCID 58614790HCID 5861479033.9%

Reaction Steps

3-(2-Bromoethoxy)-N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(methylsulfonylmethyl)benzamide (50 mg, 0.095 mmol) was dissolved in dichloromethane (1.0 ml), treated with triethylamine (20 μl, 0.15 mmol) and piperidine (11 μl, 0.11 mmol), and stirred 2.0 hours at room temperature. Acetonitrile (0.25 ml) and N-ethyl-N-isopropylpropan-2-amine (25 μl, 0.19 mmol) were added, and the reaction was stirred for an additional 45 hours. The reaction was quenched in water and extracted with dichloromethane twice. The dichloromethane extracts were washed with water once, brine once, dried with MgSO4, and evaporated to an solid which was purified by reverse phase HPLC to yield 17 mg N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(methylsulfonylmethyl)-3-(2-(piperidin-1-yl)ethoxy)benzamide. MS (Q1) 528 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278961B2
Source datasetuspto-grants-2016_03
ORD IDord-076f36268b2c4e78b79d09f5672ec867
Source noteuspto-grants-2016_03