HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 4-chloro-2-(pyridin-3-yl)pyrimidine-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 178469745 | HCID 178469745 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 4-chloro-2-(pyridin-3-yl)pyrimidine-5-carboxylate | HCID 24903914 | — |
Reaction Steps
To a suspension of Compound 14c (5.05 g; 20.59 mmol) in DMF (70 mL) was added SOCl2 (3 mL; 41.23 mmol) dropwise at room temperature. The reaction was stirred at room temperature for 30 min, then poured into an ice water slurry of K2CO3 (3.41 g). The resultant solid (Compound 14d) was collected by filtration and dried. 1H NMR (300 MHz, CDCl3): δ 9.70 (s, 1H), 9.20 (s, 1H), 7.70-8.85 (m, 2H), 7.50 (dd, 1H), 4.50 (q, 2H), 1.45 (t, 3H); MS: m/z 264.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08685990B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-03e802c62dbe4dc3babd10c9ea6a269a |
| Source note | uspto-grants-2014_04 |