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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2044228Generated: November 2, 2026

Water → HCID 58204877, compound

https://huagongshe.com/reaction/2044228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantNinhydrinHCID 10236—
ReactantPotassium CarbonateHCID 11430—
Reactantmethyl 5-(2-(1H-imidazol-2-yl)ethoxy)-6-iodonicotinateHCID 58204813—
CatalystHCID 178419072HCID 178419072—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 58204877HCID 58204877—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of methyl 5-(2-(1H-imidazol-2-yl)ethoxy)-6-iodonicotinate (373 mg, 1.00 mmol), Copper(I) oxide (14.3 mg, 0.10 mmol), Ninhydrin (35.6 mg, 0.20 mmol) and potassium carbonate (290 mg, 2.10 mmol) in dimethyl sulfoxide (10.0 mL) was heated at 110° C. for 2 hours. The mixture was poured into 20 ml of water and extracted with ethyl acetate (3×15 ml). The organic extracts were washed with water (3×15 ml), brine, dried over MgSO4 and concentrated. The residue (0.220 g, 90%) was used without further purification in the next step. MS (ESI+): 246.0. 1H NMR (500 MHz, CDCl3) δ 8.77 (d, J=1.9, 1H), 8.10 (s, 1H), 8.04 (d, J=1.9, 1H), 7.08 (s, 1H), 4.47 (t, J=5.1, 2H), 3.97 (s, 3H), 3.46 (t, J=5.1, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586574B2
Source datasetuspto-grants-2013_11
ORD IDord-313f38f3c12743f7924591796a364fa8
Source noteuspto-grants-2013_11