HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Methyl 2-(4-(2-hydroxy-4-methylphenyl)-6-methyl-2-phenylpyrimidin-5-yl)pentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (2-Methoxy-4-methylphenyl)boronic acid | HCID 18414543 | — |
| Reactant | Methyl 2-(4-chloro-6-methyl-2-phenylpyrimidin-5-yl)pentanoate | HCID 86665652 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Water 1,2-dimethoxyethane | HCID 18180031 | — |
| Product | Methyl 2-(4-(2-hydroxy-4-methylphenyl)-6-methyl-2-phenylpyrimidin-5-yl)pentanoate | HCID 136126955 | 65% |
Reaction Steps
This compound was prepared according to general method E from methyl 2-(4-chloro-6-methyl-2-phenylpyrimidin-5-yl)pentanoate (0.10 g; 0.314 mmol), tetrakis(triphenylphosphine) palladium(0) (0.036 mg; 0.031 mmol), N,N-diisopropylethylamine (0.216 mL; 1.25 mmol) and 2-methoxy-4-methylphenylboronic acid (0.078 g; 0.47 mmol in DME-water (1 mL) for 20 min. Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (2-20%) in heptane furnished 0.082 g (65%) of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906906B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-be28616ad4ab4fd387d64f5bdd9836d4 |
| Source note | uspto-grants-2014_12 |