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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450365Generated: October 25, 2026

Diisopropylethylamine → HCID 86649277, compound

https://huagongshe.com/reaction/450365

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)-3-nitropyridin-2-amineHCID 58935903—
Reactant(S)-1-(5-Fluoropyrimidin-2-yl)ethanamine hydrochlorideHCID 66624037—
Solvent1-ButanolHCID 263—
SolventEthyl AcetateHCID 8857—
ProductHCID 86649277HCID 8664927772.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 6-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)-3-nitropyridin-2-amine (Intermediate 9, 0.5 g) and [(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]amine hydrochloride (Intermediate 15, 0.35 g) in n-BuOH (10 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 0.5 g of desired product. MS (electrospray): 385 (M+1) for C17H18FN8O2. 1H NMR (300 MHz, CD3OD) δ ppm 8.70 (s, 2H) 8.20 (d, 1H) 6.40 (m, 1H) 6.20 (d, 1H) 5.45 (m, 1H), 1.90 (m, 1H) 1.70 (d, 3H) 1.05 (m, 2H) 0.90 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486966B2
Source datasetuspto-grants-2013_07
ORD IDord-03a6ab8953534904ae4deddc29ac6a2c
Source noteuspto-grants-2013_07