HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1676341Generated: October 30, 2026
Dimethylformamide → Methyl 4-(cyclopropylmethyl)-3-oxo-3,4-dihydropyrazine-2-carboxylate
https://huagongshe.com/reaction/1676341
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Lithium hydride | HCID 62714 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | Methyl 2-oxo-1,2-dihydropyridine-3-carboxylate | HCID 579028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 4-(cyclopropylmethyl)-3-oxo-3,4-dihydropyrazine-2-carboxylate | HCID 67349675 | 64% |
Reaction Steps
LiH (7.7 mg, 0.97 mmol) was added to the solution of methyl 2-oxo-1,2-dihydropyridine-3-carboxylate (0.10 g, 0.65 mmol) in DMF (3 mL) at 0° C. After stirring for 30 minutes, (bromomethyl) cyclopropane (0.18 g, 1.30 mmol) was added to the reaction mixture at the temperature, and the reaction was warmed to 50° C. After stirring for 3 days at 50° C., the reaction mixture was diluted with EtOAc, quenched with ice water, extracted with EtOAc, dried over MgSO4, and concentrated. The crude was purified by silica gel flash column chromatography (2% MeOH in CH2Cl2) to afford 87 mg (64%) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08003662B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-ea47cddff03044db918ed97dd2b039c8 |
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| Source note | uspto-grants-2011_08 |
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