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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619400Generated: November 2, 2026

Sodium Carbonate → HCID 58574318, compound

https://huagongshe.com/reaction/1619400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantMethyl 2-oxocycloheptane-1-carboxylateHCID 288225—
Reactant2-Amino-4-bromopyridineHCID 693282—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 58574318HCID 5857431869.4%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of methyl 2-oxocycloheptanecarboxylate (2 g, 11.8 mmol) and 4-bromopyridin-2-amine (2.04 g, 11.8 mmol), and PPA (5 mL) in 1,2-dichloroethane (10 mL) was stirred at 85° C. for 5 h. The reaction mixture was cooled to ambient temperature. A chilled saturated sodium carbonate solution was added to adjust pH to 8. The resulting mixture was extracted with ethyl acetate (2×100 mL). The combined organic layers were washed with brine and dried over anhydrous sodium sulfate. After filtration and concentration, the crude product was purified by silica gel chromatography to produce 2.4 g of the desired product. MS (ESI): 293 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772301B2
Source datasetuspto-grants-2014_07
ORD IDord-7821c82344c340d1882bdbd44321c820
Source noteuspto-grants-2014_07