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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42785Erstellt: 25. Oktober 2026

Nitrogen → Methanesulfonic acid 6-(2-methyl-[1,3]dioxolan-2-yl)-pyridin-2-ylmethyl ester

https://huagongshe.com/reaction/42785

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNitrogenHCID 947—
EduktTriethylamineHCID 8471—
EduktMethanesulfonyl chlorideHCID 31297—
Edukt[6-(2-Methyl-[1,3]dioxolan-2-yl)-pyridin-2-yl]-methanolHCID 66928639—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
ProduktMethanesulfonic acid 6-(2-methyl-[1,3]dioxolan-2-yl)-pyridin-2-ylmethyl esterHCID 86649482—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of [6-(2-methyl-[1,3]dioxolan-2-yl)-pyridin-2-yl]-methanol (729 mg, 3.74 mmol) in dry CH2Cl2 (10.0 mL) was treated at 0° C. with Et3N (0.67 mL, 4.83 mmol) followed by DMAP (46 mg, 0.37 mmol) and Ms-Cl (0.37 mL, 4.72 mmol). After stirring at 0° C. for 1 h, the reaction mixture was quenched with water (10 mL), extracted with CH2Cl2 (10 mL) and the combined org. extracts were dried over Na2SO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (70:30 to 50:50 hept-EA) gave the title compound as a pale yellow oil. LC-MS-conditions 02: tR=0.79 min; [M+H]+=274.39.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536209B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-4758c3e68a7d43f888e55d711618913e
Quellennotizuspto-grants-2013_09