HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227579Generated: October 26, 2026
Methyl iodide → 5-(1,1-Dimethylethyl) 4-methyl 6-methyl-4,5-pyrimidinedicarboxylate
https://huagongshe.com/reaction/227579
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Lithium Carbonate | HCID 11125 | — |
| Reactant | 5-(1,1-Dimethylethyl) hydrogen 6-methyl-4,5-pyrimidinedicarboxylate | HCID 67182510 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(1,1-Dimethylethyl) 4-methyl 6-methyl-4,5-pyrimidinedicarboxylate | HCID 67184336 | 79.1% |
Reaction Steps
To a solution of 9.12 g (38 mmol) of the material from Step B in 100 mL of N,N-dimethyl formamide (DMF) was added 3.1 mL (50 mmol) of iodomethane and 3.7 g (50 mmol) of lithium carbonate. The reaction mixture was heated at 60° C. for 3 hours. After cooling the reaction mixture was partitioned between dichloromethane and water. The organic layer was dried (sodium sulfate) and the solvent was removed with a rotary evaporator and then a vacuum pump. The residue was purified by MPLC with a gradient of 20-30% ethyl acetate in hexanes as eluant to afford 7.58 g of the title compound as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07560564B2 |
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| Source dataset | uspto-grants-2009_07 |
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| ORD ID | ord-945412e5f1a24566adb2db44b9eadcf2 |
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| Source note | uspto-grants-2009_07 |
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