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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450377Generated: October 26, 2026

Diisopropylethylamine → N2-(5-Ethoxy-1H-pyrazol-3-yl)-N6-[(1S)-1-(5-fluoropyridin-2-yl)ethyl]-3-nitropyridine-2,6-diamine

https://huagongshe.com/reaction/450377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(S)-1-(5-fluoropyridin-2-yl)ethanamine hydrochlorideHCID 67123789—
Reactant6-Chloro-N-(5-ethoxy-1H-pyrazol-3-yl)-3-nitropyridin-2-amineHCID 178466919—
Solvent1-ButanolHCID 263—
SolventEthyl AcetateHCID 8857—
ProductN2-(5-Ethoxy-1H-pyrazol-3-yl)-N6-[(1S)-1-(5-fluoropyridin-2-yl)ethyl]-3-nitropyridine-2,6-diamineHCID 17846692484.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 6-chloro-N-(5-ethoxy-1H-pyrazol-3-yl)-3-nitropyridin-2-amine (Intermediate 26, 0.35 g) and [(1S)-1-(5-fluoropyridin-2-yl)ethyl]amine hydrochloride (Intermediate 5, 0.20 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 0.37 g of the title compound. MS (electrospray): 388 (M+1) for C17H17FN7O3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486966B2
Source datasetuspto-grants-2013_07
ORD IDord-8369e90fa733494baa6c399d037284f8
Source noteuspto-grants-2013_07