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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43150Generated: October 29, 2026

Triethylamine → Methanesulfonic acid 5-nitro-pyridin-2-ylmethyl ester

https://huagongshe.com/reaction/43150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonic anhydrideHCID 81560—
Reactant(5-Nitropyridin-2-yl)methanolHCID 20583228—
SolventDichloromethaneHCID 6344—
ProductMethanesulfonic acid 5-nitro-pyridin-2-ylmethyl esterHCID 8664114499%

Reaction Conditions

Temperature5 °C

Reaction Steps

Methanesulfonic anhydride (1.79 g, 10.3 mmol, 1.1 equiv) was added portionwise to a cold (5° C.) mixture of (5-nitro-pyridin-2-yl)-methanol (Step 112.4) (1.44 g, 9.4 mmol) and triethylamine (1.57 mL, 11.3 mmol, 1.2 equiv) in DCM (20 mL), under an argon atmosphere. The reaction mixture was allowed to stir for 0.5 h at 5° C., quenched with H2O and extracted with DCM. The organic phase was washed with H2O, dried (Na2SO4), filtered and concentrated to provide 2.16 g of the title compound as a brown solid: ESI-MS: 231.1 [M−H]−; tR=2.85 min (System 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536175B2
Source datasetuspto-grants-2013_09
ORD IDord-a0539809da9a4c12b09466ef0ec3c822
Source noteuspto-grants-2013_09