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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450375Generated: October 30, 2026

Diisopropylethylamine → (2R)-2-({6-[(5-Ethoxy-1H-pyrazol-3-yl)amino]-5-nitropyridin-2-yl}amino)-2-(5-fluoropyridin-2-yl)ethanol

https://huagongshe.com/reaction/450375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(R)-2-Amino-2-(5-fluoropyridin-2-yl)ethanol hydrochlorideHCID 68482269—
Reactant6-Chloro-N-(5-ethoxy-1H-pyrazol-3-yl)-3-nitropyridin-2-amineHCID 178466919—
Solvent1-ButanolHCID 263—
SolventEthyl AcetateHCID 8857—
Product(2R)-2-({6-[(5-Ethoxy-1H-pyrazol-3-yl)amino]-5-nitropyridin-2-yl}amino)-2-(5-fluoropyridin-2-yl)ethanolHCID 17846692770.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 6-chloro-N-(5-ethoxy-1H-pyrazol-3-yl)-3-nitropyridin-2-amine (Intermediate 26, 0.2 g) and (2R)-2-amino-2-(5-fluoropyridin-2-yl)ethanol hydrochloride (Intermediate 23, 0.15 g) in n-BuOH (5 mL) with diisopropylethylamine (1 mL) was stirred at 70° C. for 4 hours. The resulting mixture was diluted with ethyl acetate (20 mL), and washed with brine (10 mL×3). The organic layer was dried and concentrated. The resulting residue was separated by silica gel column (Hexane/Ethyl acetate) to yield 0.2 g of the title compound. MS (electrospray): 404 (M+1) for C17H18FN7O4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486966B2
Source datasetuspto-grants-2013_07
ORD IDord-3bb677d818494d32b9c9f7e80161b824
Source noteuspto-grants-2013_07