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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094522Generated: October 26, 2026

Pyridine → 6-(6-Chloro-pyrimidin-4-yloxy)-naphthalene-1-carboxylic acid [5-tert-butyl-2-(4-fluoro-phenyl)-2H-pyrazol-3-yl]-amide

https://huagongshe.com/reaction/1094522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant3-tert-butyl-1-(4-fluorophenyl)-1H-pyrazol-5-amineHCID 2060573—
Reactant6-(6-Chloropyrimidin-4-yloxy)naphthalene-1-carbonyl chlorideHCID 57455173—
SolventDichloromethaneHCID 6344—
Product6-(6-Chloro-pyrimidin-4-yloxy)-naphthalene-1-carboxylic acid [5-tert-butyl-2-(4-fluoro-phenyl)-2H-pyrazol-3-yl]-amideHCID 86638620—

Reaction Conditions

Temperature0 °C

Reaction Steps

560 mg (2.4 mMol) 5-tert-butyl-2-(4-fluoro-phenyl)-2H-pyrazol-3-ylamine and 763 mg (2.4 mMol) 6-(6-chloropyrimidin-4-yloxy)-naphthalene-1-carbonyl chloride (see Step 19.3) are dissolved in 5 ml CH2Cl2 and cooled to 0° C. 193 μl (2.4 mMol) Pyridine are added dropwise and after complete addition the reaction is allowed to warm to rt. It is stirred for 2 h at ambient temperature. The reaction is concentrated under reduced pressure and the remaining crude product is purified by flash chromatography (combi-flash, 40 g column; CH2Cl2/MeOH; gradient 0-5% MeOH) to give the title compound as a yellow foam: MS: [M+1]+=517.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133886B2
Source datasetuspto-grants-2012_03
ORD IDord-8c2d0500c61544dfaf9e7c63a89d99f1
Source noteuspto-grants-2012_03