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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216785Generated: October 31, 2026

Diisopropylethylamine → N-((8-chloro-2-phenoxyquinolin-3-yl)methyl)-9H-purin-6-amine

https://huagongshe.com/reaction/216785

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-ChloropurineHCID 5359277—
ReactantHCID 57708028HCID 57708028—
Solvent1-ButanolHCID 263—
ProductN-((8-chloro-2-phenoxyquinolin-3-yl)methyl)-9H-purin-6-amineHCID 178477944—

Reaction Steps

Prepared according to Procedure H using (8-chloro-2-phenoxyquinolin-3-yl)-methanamine (0.110 g, 0.360 mmol), 6-chloropurine (0.072 g, 0.46 mmol, 1.2 eq) and DIEA (0.72 mmol, 2.0 eq) in n-butanol (3 mL). N-((8-chloro-2-phenoxyquinolin-3-yl)methyl)-9H-purin-6-amine [PI3Kδ IC50=125 nM] was obtained after purification as a white solid. 1H-NMR (MeOD) δ ppm 8.18-8.24 (s, 1H), 8.14-8.20 (s, 1H), 7.85-7.91 (d, J=7.58, 1H), 7.72-7.79 (d, J=7.34, 1H), 7.47-7.55 (m, 3H), 7.42-7.47 (m, 3H), 7.35-7.42 (m, 1H), 4.01-4.14 (m, 2H), Mass Spectrum (ESI) m/e=403 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193199B2
Source datasetuspto-grants-2012_06
ORD IDord-fab1f5f63ae74fb08dd3cbe45fab9701
Source noteuspto-grants-2012_06