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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2421616Generated: November 2, 2026

Pyridine → HCID 67213765, compound

https://huagongshe.com/reaction/2421616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactanttert-butyl N-(2-hydroxyethyl)carbamateHCID 2733206—
SolventDiethyl EtherHCID 3283—
ProductHCID 67213765HCID 67213765—

Reaction Conditions

Temperature0 °C

Reaction Steps

Pyridine (1.5 mL, 18.5 mmol) was added to 2-(N-Boc-amino)-ethanol (280 mg, 1.7 mmol) at 0° C. Tosyl chloride (1.65 g, 8.7 mmol) was then added and the reaction was allowed to stir at 0° C. overnight. The resulting cloudy reaction was diluted with Et2O and washed with water, saturated NaHCO3 and brine, dried over MgSO4 and concentrated. The resulting white solid was purified using SiO2 with AcOEt/petroleum ether 20:80 to 30:70. A white solid was obtained (250 mg, 46%). NMR 1H (ppm, CDCl3): 7.77 (d, J3=8.3 Hz, 2H), 7.33 (d, J3=8.0 Hz, 2H), 4.82 (br. s., 1H), 4.05 (t, J3=5.08 Hz, 2H), 3.38-3.33 (m, 2H), 2.43 (s, 3H), 1.39 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07956216B2
Source datasetuspto-grants-2011_06
ORD IDord-05345e48212f48328830eeccdfd3e35e
Source noteuspto-grants-2011_06