HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylamine → Ethyl 4-(ethylamino)-6-methyl-2-(methylthio)pyrimidine-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 4-chloro-6-methyl-2-(methylsulfanyl)pyrimidine-5-carboxylate | HCID 22225416 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 4-(ethylamino)-6-methyl-2-(methylthio)pyrimidine-5-carboxylate | HCID 57606964 | 86.2% |
Reaction Steps
To a solution of ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate (65 g) in THF (1000 mL) and triethylamine (110 mL, 0.81 mole) was added ethylamine (2.0 M in THF, 0.81 mole) at 0° C. This reaction mixture was stirred at room temperature overnight and then solvents were removed on a rotary evaporator. H2O was added and the mixture extracted with ethyl acetate several times. Solvents from the combined organic layers were removed on a rotary evaporator affording 58 g (86% yield) of ethyl 4-(ethylamino)-6-methyl-2-(methylthio)pyrimidine-5-carboxylate. This material was used as such without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247408B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-eee40cfc993e433ba4b43a475094acc6 |
| Source note | uspto-grants-2012_08 |