HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 72310557, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dabco | HCID 9237 | — |
| Reactant | Methyl 6-chloro-4-(trifluoromethyl)nicotinate | HCID 2775340 | — |
| Reactant | 5-[2-(2-Chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1-methyl-1H-pyridin-2-one | HCID 57421314 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 72310557 | HCID 72310557 | 97.3% |
Reaction Steps
To a solution of 5-[2-(2-chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1-methyl-1H-pyridin-2-one (Example 151, step 7, 180 mg) in N,N-dimethylacetamide (2 ml) were added methyl-6-chloro-4-(trifluoromethyl)-nicotinate (119 mg), triethylamine (65 mg) and 1,4-diazabicyclo[2.2.2]octane (8 mg). The mixture was stirred at room temperature for 4 h and then diluted with EtOAc. Water was added. The mixture was extracted with EtOAc. The organic phase was washed with water, dried (MgSO4), filtered and concentrated. The product was purified by chromatography (SiO2, cyclohexane/EtOAc 7:3=>EtOAc) to give the title compound (273 mg) as a colorless foam. MS (m/e)=565.3 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138189B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-e00fd83fc50e4dea9b1b247aafd4ab61 |
| Source note | uspto-grants-2012_03 |