HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 22439446, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | HCID 53711962 | HCID 53711962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22439446 | HCID 22439446 | 177.2% |
Reaction Steps
To a 0° C. solution of 4-(1-ethyl-propylamino)-6-methyl-2-(4-bromo-2,6-dimethyl-phenoxy)-pyridin-3-ol (40 mg, 0.101 mmol) was added triphosgene (10 mg, 0.035 mmol) and triethylamine (7 mg, 0.07 mmol) in 1 ml of dry THF. The resulting mixture was stirred overnight. The mixture was quenched with water and extracted with ethyl acetate. The organic layer was washed with brine, dried and concentrated. The residue was purified through silica gel column chromatography to give 26 mg (61%) of the title compound as a white solid. 1H NMR (CDCl3) δ 7.22(s,2H), 6.60(s,1H), 4.02(m,1H), 2.31(s,3H), 2.12(s,6H), 1.8–2.2(m,4H), 0.94(t,6H)ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06992188B1 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-bfff9757c021407190e312272cc009b9 |
| Source note | uspto-grants-2006_01 |