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 (heptane/ethyl acetate gradient). 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 | US08785439B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-e98c5365c4a1490d88cf4fcddfa3d94d |
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| Source note | uspto-grants-2014_07 |
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