HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 22668924, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Aminopyrazine | HCID 78747 | — |
| Reactant | 6-Chloronicotinoyl Chloride | HCID 2782165 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22668924 | HCID 22668924 | 4% |
Reaction Steps
To a mixture of 6-chloronicotinoyl chloride (160 mg, 0.91 mmol), aminopyrazine (87 mg, 0.91 mmol) and THF (10 ml) was added triethylamine (0.25 ml, 1.82 mmol) and the mixture was stirred overnight at room temperature. The mixture was diluted with ethyl acetate (100 ml), wash with water (50 ml), saturated aqueous NaCl (50 ml), dried over anhydrous sodium sulfate and evaporated. The crude product was purified by column chromatography using hexane:ethyl acetate (3:2) to give 8 mg (4% yield) of the title compound as yellow solid. 1H NMR (CDCl3): 9.68 (d, J=1.2 Hz, 1H), 8.95 (d, J=2.7 Hz, 1H), 8.45 (d, J=2.7 Hz, 1H), 8.4 (bs, 1H), 8.33-8.32 (m, 1H), 8.23 (dd, J=2.4, 8.1 Hz, 1H), 7.53 (dd, J=0.6, 8.4 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06794397B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-a08dc8bde2f247b5bae8473ee8bca6be |
| Source note | uspto-grants-2004_09 |