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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1627551Generated: November 4, 2026

Dodecane → 3-[1-(2,6-Dichloro-3-fluoro-phenyl)-ethoxy]-5-(3-methyl-pyrazol-1-yl)-pyridin-2-ylamine

https://huagongshe.com/reaction/1627551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDodecaneHCID 8182—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantCyclohexane-1,1-diamineHCID 17842493—
Reactant3-[1-(2,6-Dichloro-3-fluorophenyl)ethoxy]-5-iodopyridin-2-amineHCID 21111395—
ReactantHCID 178428694HCID 178428694—
CatalystCopper iodideHCID 83717—
SolventDimethyl SulfoxideHCID 679—
Product3-[1-(2,6-Dichloro-3-fluoro-phenyl)-ethoxy]-5-(3-methyl-pyrazol-1-yl)-pyridin-2-ylamineHCID 1154539034.2%

Reaction Steps

To a stirred solution of 3-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-5-iodo-pyridin-2-ylamine (100 mg, 0.23 mmol) and 3-methyl-1H-pyrazole (59 mg, 0.70 mmol) in DMSO (1 mL was added K3PO4 (101 mg, 0.47 mmol), dodecane (0.015 mL, 0.05 mmol), cyclohexanediamine (0.009 mL, 0.07 mmol) and copper iodide (CuI) (14 mg, 0.07 mmol). The solution was bubbled with nitrogen for 5 minutes, then radiated with microwave at 150° C. for 2 hours, LCMS checked that the reaction was completed, the mixture was purified by prep-HPLC to leave 3-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-5-(3-methyl-pyrazol-1-yl)-pyridin-2-ylamine (30 mg), yield 34.2%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785632B2
Source datasetuspto-grants-2014_07
ORD IDord-b61279b153c24578bb2d6a7f9a25341b
Source noteuspto-grants-2014_07