Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 69068798 | HCID 69068798 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 11408052 | HCID 11408052 | — |
Reaction Steps
A solution of 7-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-9-[2-(1-phenyl-ethylamino)-pyrimidin-4-yl]-6,7,8,9-tetrahydro-pyrimido[1,2-a]pyrimidin-4-one (20 mg) in MeOH (3 mL)-DCM (1 mL) was treated with HCl (conc. 1.5 mL). After the mixture was stirred at room temperature for 16 h, it was neutralized with NaHCO3 (aq) and then extracted with DCM (3×). The organic layer was dried (Na2SO4) and concentrated to a solid that was purified on silica (1-3% 2N NH3—MeOH in DCM) to provide the product as a white solid. 1HNMR (400 MHz, DMSO-d6): 8.12 (d, J 5.6,1 H), 7.94 (m, 2H), 7.70 (m, 1H, NH), 7.44 (m, 3H), 7.32 (t, J 7.2, 2H), 19 (m, 1H), 708 (d, J 5.6,1H), 5.50 (ds, 1H, OH), 5.01 (m, 1H, ), 4.39 (b, 1H), 4.22 (bt, 1.5 H), 3.89 (d, J 4.8,1H), 3.68 (m, 0.5H), 3.3 (b, 1H), 1.45 (d, J 7.2, 3H). M+1: 441.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07504403B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-aa3c7d36b47c4cf790899e0a97557549 |
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| Source note | uspto-grants-2009_03 |
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