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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1641388Generated: November 3, 2026

Diisopropylethylamine → HCID 68487422, compound

https://huagongshe.com/reaction/1641388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(1S)-1-(5-Bromopyridin-2-yl)ethan-1-amineHCID 50999176—
Reactant2,5-dichloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amineHCID 59586799—
Solvent1-ButanolHCID 263—
ProductHCID 68487422HCID 6848742268.6%

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of 2,5-dichloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amine (Method 7; 0.15 g, 0.553 mmol), (S)-1-(5-bromopyridin-2-yl)ethanamine (Method 26; 0.245 g, 0.611 mmol), and DIEA (0.145 ml, 0.833 mmol) in n-BuOH (2 ml) was heated in a sealed tube at 180° C. in a microwave for 1 hour. The solvent was removed under reduced pressure and the residue was purified by column chromatography (hexane:EtOAc=1:1) to give the title compound as a white solid (0.165 g, 68%). 1H NMR (400 MHz) δ 12.48, 12.38 and 12.07 (s, 1H), 9.66 (br s, 1H), 8.62 (s, 1H), 8.33 and 7.57 (br s, 1H), 7.96 (d, J=8.2 Hz, 1H), 7.92 (br s, 1H), 7.32 (br s, 1H), 5.81 (bs, 1H), 4.99 (br s, 1H), 1.84 (br s, 1H), 1.45 (d, J=6.8 Hz, 3H), 0.94 (m, 2H), 0.71 (m, 2H). MS: Calcd.: 435. Found: [M+11]+ 436.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114989B2
Source datasetuspto-grants-2012_02
ORD IDord-33d366dc3e95415e8d3498d47e8a2695
Source noteuspto-grants-2012_02