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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473414Generated: October 31, 2026

Diisopropylethylamine → HCID 53251678, compound

https://huagongshe.com/reaction/473414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Amino-6-chloropyrimidine-5-carbonitrileHCID 12278262—
ReactantHCID 58318606HCID 58318606—
Solvent1-ButanolHCID 263—
ProductHCID 53251678HCID 53251678—

Reaction Steps

1-(3-Phenyl-1,5-naphthyridin-2-yl)ethanamine (46 mg, 0.19 mmol), 4-amino-6-chloropyrimidine-5-carbonitrile (28.5 mg, 1.0 eq) and Hunig's base (39 μL, 1.2 eq) in n-BuOH (2 mL) was heated to 130° C. for 4 h. The mixture was cooled to rt, filtered and washed with small amount of EtOH to give a white solid as 4-amino-6-(1-(3-phenyl-1,5-naphthyridin-2-yl)ethylamino)pyrimidine-5-carbonitrile. 1H NMR (400 MHz, DMSO-d6) δ ppm 9.04 (1H, dd, J=8.0, 4.0 Hz), 8.44 (1H, dd, J=8.0, 4.0 Hz), 8.21 (1H, s), 7.97 (1H, s), 7.84 (1H, dd, J=8.0, 4.0 Hz), 7.61-7.47 (6H, m), 7.30 (1H, br, s), 5.63 (1H, t, J=8.0 Hz)), 1.31 (3H, d, J=8.0 Hz); LC-MS (ESI) m/z 368 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633313B2
Source datasetuspto-grants-2014_01
ORD IDord-fb5d13fb8d9c4d3c8cd8945ee37b7178
Source noteuspto-grants-2014_01