HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Ethyl {4-[(butyl{4-[4-(trifluoromethyl)phenyl]pyrimidin-2-yl}amino)methyl]-2-methylphenoxy}acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(Methylsulfonyl)-4-[4-(trifluoromethyl)phenyl]pyrimidine | HCID 18448354 | — |
| Reactant | Ethyl {4-[(butylamino)methyl]-2-methylphenoxy}acetate | HCID 58622846 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl {4-[(butyl{4-[4-(trifluoromethyl)phenyl]pyrimidin-2-yl}amino)methyl]-2-methylphenoxy}acetate | HCID 58622848 | 21.9% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 2-(methylsulfonyl)-4-[4-(trifluoromethyl)phenyl]pyrimidine (0.3 g, 1 mmol), N,N-diisopropylethylamine (0.18 mL, 1 mmol) and ethyl {4-[(butylamino)methyl]-2-methylphenoxy}acetate (0.424 g, 1.53 mmol) was heated at 100° C. in a sealed reactivial for 18 h. The residue was dissolved in CH2Cl2 and purified by Biotage™ chromatography (Silica, 40 g) eluting 3:97 EtOAc:cyclohexane to afford the title compound as a pale yellow oil (110 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07199239B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-44b5d79f64de45ebb9393b0adf717bec |
| Source note | uspto-grants-2007_04 |