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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2244414Generated: November 2, 2026

Acetic Anhydride → HCID 58674936, compound

https://huagongshe.com/reaction/2244414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
Reactant2-DimethylaminopyridineHCID 21885—
ReactantTert-butyl (6-(hydroxymethyl)pyridin-2-yl)carbamateHCID 19349090—
SolventDichloromethaneHCID 6344—
ProductHCID 58674936HCID 5867493684.2%

Reaction Steps

(6-Hydroxymethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (0.85 g, 3.79 mmol) was dissolved in dichloromethane (30.00 ml) and triethylamine (1.32 ml) and treated with dimethylaminopyridine (0.09 g, 0.76 mmol) and acetic anhydride (0.43 g, 4.17 mmol). The mixture was stirred at room temperature for 10 min, then partitioned between water and dichloromethane. The organic layer was dried over sodium sulphate and evaporated. The residue was purified by flash chromatography (heptane/ethyl acetate) to yield acetic acid 6-tert-butoxycarbonylamino-pyridin-2-ylmethyl ester (0.85 g, 84%) as a white solid, MS (ISP): m/e=267.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07678815B2
Source datasetuspto-grants-2010_03
ORD IDord-966f3bd02db6414a98f8bdebc1893507
Source noteuspto-grants-2010_03