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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1498067Generated: October 31, 2026

Water → HCID 58204877, compound

https://huagongshe.com/reaction/1498067

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 numberUS09198918B2
Source datasetuspto-grants-2015_12
ORD IDord-9b5d4b3cadfa4f69959ac3a80ca33061
Source noteuspto-grants-2015_12