HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → tert-Butyl 2-chloropyrimidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Chloropyrimidine-4-carboxylic acid | HCID 22135751 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | tert-Butyl 2-chloropyrimidine-4-carboxylate | HCID 57063961 | 62% |
Reaction Steps
2-Chloropyrimidine-4-carboxylic acid (500 mg, 3.154 mmol) was suspended in 2-methylpropan-2-ol (20 ml), followed by addition of pyridine (3 ml) and p-toluenesulfonyl chloride (1.2 g, 6.308 mmol), and then resulting mixture was stirred at room temperature under nitrogen stream for 4 hours. The resulting reaction liquid was neutralized by slow addition of a saturated aqueous NaHCO3 solution, and then concentrated under reduced pressure, followed by addition of distilled water (5 ml). The precipitated solid was filtered, followed by vacuum drying, to obtain 420 mg of pale yellow solid (62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096571B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-7a9bd729606d425ea79024f459a132e1 |
| Source note | uspto-grants-2015_08 |