Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Bromopropane | HCID 7840 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178503523 | HCID 178503523 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67175754 | HCID 67175754 | — |
| Product | HCID 67176099 | HCID 67176099 | — |
Reaction Steps
7.1 g of 5-methylsulfanyl-2-(3-methyl-phenyl)-oxazolo[5,4-d]pyrimidin-7-ol were dissolved in 50 ml of dimethylformamide, and 14.4 g of potassium carbonate and then 3.2 g of 1-bromo-propane were added. The suspension was stirred at 60° C. for 5 h and then, after cooling, poured onto 150 ml of water. The precipitate was filtered off with suction. The obtained mixture of regioisomers was separated by silica gel chromatography (method SC1). Besides 2.3 g of 5-methylsulfanyl-6-propyl-2-(3-methyl-phenyl)-6H-oxazolo[5,4-d]pyrimidin-7-one (LC/MS (method LC1): Rt=2.16 min; m/z=316.14 [M+H]+), 3.4 g of the title compound were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08735387B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-9d5ff070d13f4c49bfd3cc495129634d |
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| Source note | uspto-grants-2014_05 |
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