HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorotrimethylsilane → Methyl 5-chloro-2-(methylthio)pyrimidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | 5-Chloro-2-(methylsulfanyl)pyrimidine-4-carboxylic acid | HCID 725711 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 5-chloro-2-(methylthio)pyrimidine-4-carboxylate | HCID 4736921 | 95.1% |
Reaction Steps
16.0 g of chloro(trimethyl)silane are added dropwise to a solution of 6.2 g of 5-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylic acid 1 in 100 ml of methanol and 100 ml of dichloromethane. The mixture is stirred at ambient temperature for 20 h, and then concentrated under vacuum. The residue is taken up with water and extracted with dichloromethane. The organic phase is dried over magnesium sulfate and concentrated under vacuum so as to obtain 6.3 g of methyl 5-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate 2 in the form of a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115140B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-a1bfda7f613a4a7d9be41445376a8292 |
| Source note | uspto-grants-2015_08 |