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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547589Generated: October 26, 2026

Triethylamine → Methanesulfonic acid pyridin-2-ylmethyl ester

https://huagongshe.com/reaction/547589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPiconolHCID 11474—
ReactantMethanesulfonyl chlorideHCID 31297—
SolventTetrahydrofuranHCID 8028—
ProductMethanesulfonic acid pyridin-2-ylmethyl esterHCID 2241765759.3%

Reaction Steps

To a solution of 2-pyridylcarbinol (10) (300 mg, 2.70 mmol) and triethyl amine (698 mg, 6.75 mmol) in dry THF (10 mL) at 0° C. was added a solution of mesylchloride (470 mg, 4.1 mmol) in dry THF (10 mL). Reaction mixture was allowed to stir for 2 h at room temperature [reaction was followed by TLC]. Reaction mixture was concentrated to remove THF under reduced pressure and the residue was dissolved in CH2Cl2 (100 mL), washed with brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure to give compound 11 (300 mg, 59%) as gum and it was taken as such for next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939556B2
Source datasetuspto-grants-2011_05
ORD IDord-09c6bf44197444038b50093c44d0d312
Source noteuspto-grants-2011_05