Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 2-bromopropionate | HCID 95576 | — |
| Reactant | 2-Chloro-5-pyrimidinol | HCID 14595700 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 12056737 | HCID 12056737 | 60.3% |
Reaction Steps
A mixture of 0.17 g of 2-chloro-5-hydroxypyrimidine, 0.22 g of methyl 2-bromopropionate, 0.20 g of anhydrous potassium carbonate and 2.6 ml of N,N-dimethylformamide was stirred at 60° C. for 1 hour. The reaction solution was cooled to room temperature, then, poured into water, and extracted with t-butyl methyl ether. The organic layer was dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.17 g of 2-chloro-5-[1-(methoxycarbonyl)ethoxy]pyrimidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06537948B1 |
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| Source dataset | uspto-grants-2003_03 |
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| ORD ID | ord-8e0f76e6de2741159ce368aab9226af2 |
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| Source note | uspto-grants-2003_03 |
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