HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Tert. butyl 6-chloro-5-methyl-pyrimidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | 6-Chloro-5-methyl-pyrimidine-4-carboxylic acid chloride | HCID 58035106 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert. butyl 6-chloro-5-methyl-pyrimidine-4-carboxylate | HCID 58386606 | — |
Reaction Steps
At 0° C. a solution of 5.8 mL pyridine and 15 mL tert.-butanol in 10 mL dichloromethane was added dropwise to 6.0 g 6-chloro-5-methyl-pyrimidine-4-carboxylic acid chloride in 10 mL dichloromethane. The reaction mixture was heated to RT and stirred for 30 min. The reaction mixture was diluted with dichloromethane and washed successively with a 2M sodium hydroxide solution, twice with a 10% aqueous citric acid solution and a sodium chloride solution. The organic phase was dried and evaporated down. The residue was taken up in dichloromethane and purified by flash chromatography. The product-containing fractions were evaporated down and dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829006B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-20e77411c4a14424be18a038fb809bd7 |
| Source note | uspto-grants-2014_09 |