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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873533Generated: October 29, 2026

Water → HCID 117700521, compound

https://huagongshe.com/reaction/873533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant2-Bromo-6-fluoropyridineHCID 639438—
ReactantD-proline methyl hydrochlorideHCID 117700842—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 117700521HCID 11770052116.4%

Reaction Steps

Triethylamine (1.91 mL, 13.7 mmol) and D-proline methyl hydrochloride (1.13 g, 6.84 mmol) were added to a solution of 2-bromo-6-fluoropyridine (802 mg, 4.55 mmol) in 1,4-dioxane (9 mL) at room temperature. The mixture thus obtained was stirred at the same temperature as above for 30 minutes, and then at 80° C. for 3 hours. Thereafter, triethylamine (951 uL, 6.84 mmol) was further added to the resulting solution at room temperature, and the mixture thus obtained was then stirred at 80° C. for 2 hours. Thereafter, water was added to the reaction solution, and the mixed solution was then extracted with ethyl acetate three times. The organic layer thus obtained was dried over anhydrous magnesium sulfate, and the solvent was then distilled away under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (hexane:ethyl acetate=9:1 to 1:1, v/v) to obtain the title compound (213 mg, yield: 16%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975263B2
Source datasetuspto-grants-2015_03
ORD IDord-ff160800a11d468fb878e7ccf77cc7a6
Source noteuspto-grants-2015_03