Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 67969046 | HCID 67969046 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67960315 | HCID 67960315 | — |
Reaction Steps
To 2-(2-hydroxyethylamino)-7-(4-methoxybenzyl)-1-((4-methylquinazolin-2-yl)methyl)-1H-purin-6(7H)-one 12 (1.68 g, 3.56 mmol) in DCM (66 ml) was added Et3N (1.50 ml, 10.7 mmol) and MsCl (0.55 ml, 7.1 mmol). The mixture was stirred at room temperature for 3 hours. The reaction mixture was extracted with DCM, washed with water, NaHCO3 and brine, dried (MgSO4) and concentrated. The crude product was purified by flash chromatography (MeOH/DCM) to afford 3-(4-methoxybenzyl)-5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one 13. 1H NMR S 8.03 (d, J=7.81, 1H), 7.87 (d, J=7.81, 1H), 7.78 (t, J=7.03, 1H), 7.55 (t, J=7.03, 1H), 7.46 (s, 1H), 7.28 (d, J=8.59, 2H), 6.85 (d, J=8.59, 2H), 5.60 (s, 2H), 5.38 (s, 2H), 4.20 (d, J=9.37, 2H), 3.78 (d, J=9.37, 2H), 3.78 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691832B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-0f8326dd4cb545bd97c0469912189d70 |
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| Source note | uspto-grants-2014_04 |
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