Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966221Generated: October 31, 2026

Water → 3-Cyclopentyloxy-2-nitro-5-phenoxy-pyridine

https://huagongshe.com/reaction/1966221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenolHCID 996—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chloro-3-cyclopentyloxy-2-nitro-pyridineHCID 67486838—
SolventDimethylformamideHCID 6228—
Product3-Cyclopentyloxy-2-nitro-5-phenoxy-pyridineHCID 6748658960%

Reaction Conditions

Temperature100 °C

Reaction Steps

5-Chloro-3-cyclopentyloxy-2-nitro-pyridine (0.8 mmol) is dissolved in DMF (8 ml), phenol (3 eq.) and K2CO3 (4 eq.) is added. The reaction mixture is heated to 100° C. in the microwave for 60 min. The reaction solution is pored into water and extracted with methyl-tert.-butyl ether. The combined organic layers are washed with brine, dried over MgSO4 and the solvent is removed in vacuo. 3-Cyclopentyloxy-2-nitro-5-phenoxy-pyridine is obtained after column chromatography (heptane/ethyl acetate) as yellow oil in a yield of 60%; HPLC (method C): 2.23 min; LC-MS (method A): 2.31 min, 301.15 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420642B2
Source datasetuspto-grants-2013_04
ORD IDord-678021e8d8fc4119ae14fb12c019b025
Source noteuspto-grants-2013_04