Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl pyruvate | HCID 12041 | — |
| Reactant | HCID 69658130 | HCID 69658130 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 10432748 | HCID 10432748 | — |
Reaction Steps
(R)-6-(2-Chloro-4-trifluoromethoxy-phenyl)-N4-(2-methoxy-1-methyl-ethyl)-pyrimidine-4,5-diamine (0.20 g, 0.53 mmol) was diluted in ethanol (6 ml) and ethyl pyruvate was added (0.59 ml, 5.3 mmol). The mixture was stirred for 18 hours at which time the solution was concentrated. After concentrating the solution the product was purified by reverse phase HPLC to yield 4.0 mg of (R)-4-(2-chloro-4-trifluoromethoxy-phenyl)-8-(2-methoxy-1-methyl-ethyl)-6-methyl-8H-pteridin-7-one (Example 1067a). 1H NMR (300 MHz, CDCl3) δ ppm 9.02 (s, 1 H), 7.49 (d, J=8.42 Hz, 1 H), 7.39 (d, J=1.10 Hz, 1 H), 7.26 (dd, J=8.42, 1.10 Hz, 1 H), 5.95 (s, 1 H), 4.36 (t, J=9.52 Hz, 1 H), 3.68 (dd, J=10.07, 5.31 Hz, 1 H), 3.30 (s, 3 H), 2.48 (s, 3 H), 1.58 (d, J=6.96 Hz, 3 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07067658B2 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-980138fcb6b84be084dfc7621520bfce |
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| Source note | uspto-grants-2006_06 |
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