HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 59643273, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Chloropyridine-3-carbaldehyde | HCID 2764053 | — |
| Reactant | Ethyl 2-methyl-2-[4-(2-{[4-(trifluoromethoxy)benzyl]amino}ethyl)phenoxy]propanoate | HCID 59643426 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59643273 | HCID 59643273 | 68% |
Reaction Steps
A solution of ethyl 2-methyl-2-[4-(2-{[4-(trifluoromethoxy)benzyl]amino}ethyl)phenoxy]propanoate (3.0 g; 7.05 mmol) in 8 ml of DMF was treated with 6-chloronicotinaldehyde (0.91 g; 6.42 mmol) and K2CO3 (0.97 g; 7.05 mmol). The reaction mixture was heated at 150C for 4 hr. Upon cooling, the mixture was partitioned between ethyl acetate and 0.05N HCl. The organic phase was washed with 0.05N HCl and brine, dried over sodium sulfate, filtered and concentrated. Purification by flash chromatography using ethyl acetate-hexane mixtures (5–50%) afforded the title compound (2.3 g; 68% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07319104B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-2a579af4adec40989e5b5613fd1ddca0 |
| Source note | uspto-grants-2008_01 |