HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-((8-chloro-2-phenoxyquinolin-3-yl)methyl)-9H-purin-6-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Chloropurine | HCID 5359277 | — |
| Reactant | HCID 57708028 | HCID 57708028 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | N-((8-chloro-2-phenoxyquinolin-3-yl)methyl)-9H-purin-6-amine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193199B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-fab1f5f63ae74fb08dd3cbe45fab9701 |
| Source note | uspto-grants-2012_06 |