Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl pyruvate | HCID 12041 | — |
| Reactant | HCID 69658047 | HCID 69658047 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69658115 | HCID 69658115 | — |
Reaction Steps
(R)-N4-(2-Methoxy-1-methyl-ethyl)-6-(6-methoxy-2-methyl-pyridin-3-yl)-pyrimidine-4,5-diamine (0.22 g, 0.74 mmol) was diluted in ethanol (8 ml) and ethyl pyruvate was added (0.82 ml, 7.4 mmol). The mixture was stirred for 18 hours at which time the solution was concentrated. After concentrating the solution the product was purified by preparative TLC eluting with 35% ethyl acetate in hexanes to yield 5.0 mg of (R)-8-(2-methoxy-1-methyl-ethyl)-4-(6-methoxy-2-methyl-pyridin-3-yl)-6-methyl-8H-pteridin-7-one (Example 650a). 1H NMR (300 MHz, CDCl3) δ ppm 8.99 (s, 1 H), 7.65 (d, J=8.42 Hz, 1 H), 6.68 (d, J=8.42 Hz, 1 H), 5.71 (m, 1H), 3.99 (s, 3 H), 3.59 (m, 2 H), 3.31 (s, 3 H), 2.50 (s, 3H), 2.50 (s, 3H), 2.50 (s, 3H), 0.85 (d, J=7.69 Hz, 3 H). MS (EI) 356.3 [(M+H)+, 100].
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-6fbfeb54ac3a4af19a873fc5d846e95a |
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| Source note | uspto-grants-2006_06 |
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