Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517957Generated: November 2, 2026

Methanol → HCID 67294252, compound

https://huagongshe.com/reaction/517957

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylamineHCID 8471—
Reactant2-FluoropyridineHCID 9746—
Reactant2-(Azetidin-3-yl)ethan-1-olHCID 19888391—
SolventDichloromethaneHCID 6344—
ProductHCID 67294252HCID 67294252—

Reaction Conditions

Temperature150 °C

Reaction Steps

2-(Azetidin-3-yl)ethanol (4.92 mmol, 0.498 g), 2-fluoropyridine (9.85 mmol, 0.846 ml, 0.956 g), triethylamine (14.77 mmol, 2.053 ml, 1.495 g) and methanol (2.5 ml) were combined and heated to 150° C. in a microwave for 40 minutes. TLC analysis showed some starting material remained and therefore the solution was heated for a further 40 minutes. The resulting solution was dissolved in DCM (c. 20 ml) and washed with water. Solvent was removed under reduced pressure to yield a crude product. This was then purified by flash chromatography (10 g silica column, DCM to 3% MeOH in DCM gradient). Appropriate fractions were combined and solvent removed under reduced pressure to give final product. 1H NMR (CDCl3) δ: 8.17 (d, 1H), 7.42 (t, 1H), 6.57 (t, 1H), 6.26 (d, 1H), 4.16 (t, 2H), 3.70 (m, 4H), 2.88 (m, 1H), 1.95 (q, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115126B2
Source datasetuspto-grants-2015_08
ORD IDord-d819ea22f3834c97af800a58fb039ca2
Source noteuspto-grants-2015_08