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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046005Generated: October 30, 2026

Sodium Hydroxide → HCID 67466688, compound

https://huagongshe.com/reaction/1046005

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant2,5-DifluorophenolHCID 94952—
Reactant4-Chloro-3-iodopyridin-2-amineHCID 22936596—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 67466688HCID 6746668862.1%

Reaction Conditions

Temperature170 °C

Reaction Steps

4-chloro-3-iodopyridin-2-amine (3.00 g, 11.79 mmol), 2,5-difluoro phenol (4.60 g, 35.4 mmol), DBU (1.777 ml, 11.79 mmol) were combined in NMP (15 mL) and solution was stirred at 170° C. for 6 h under microwave irradiation. The crude reaction mixture was poured into 1N NaOH solution (70 mL), the resultant suspension was filtered, washed with water (5×10 mL) and dried to afford crude product which was purified by silica gel chromatography (EtOAc-hexanes) to afford 4-(2,5-difluorophenoxy)-3-iodopyridin-2-amine as white solid. (2.55 g, 62.1% yield). 1H NMR (400 MHz, DMSO-d6): δ 7.74 (d, J=7.6 Hz, 1H), 7.47 (m, 1H), 7.28 (m, 1H), 7.18 (On, 1H), 6.25 (br s, 2H), 5.88 (dd, J=5.6 Hz, 1H); MS (ESI) m/z: 349.03 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569319B2
Source datasetuspto-grants-2013_10
ORD IDord-967b7d08e0134336968bdd19e3fcb8ba
Source noteuspto-grants-2013_10