HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 3-(2-{[(t-butoxycarbonyl)amino]methyl}-4-methoxyphenyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(Methoxycarbonyl)benzeneboronic acid | HCID 2734714 | — |
| Reactant | Tert-butyl (2-bromo-5-methoxybenzyl)carbamate | HCID 22930485 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl 3-(2-{[(t-butoxycarbonyl)amino]methyl}-4-methoxyphenyl)benzoate | HCID 59218922 | 31.8% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
1.26 g of t-Butyl N-(2-bromo-5-methoxybenzyl)carbamate, 790 mg of 3-methoxycarbonylphenylboronic acid, 231 mg of tetrakistriphenyl phosphine palladium and 2.20 g of potassium carbonate were dissolved in 25 ml of toluene, and the mixture was heated at 100° C. for 7 hours in a nitrogen atmosphere. The reaction mixture was filtered through Celite, and the filtrate was evaporated. The residue was purified by silica gel column, to give 470 mg of the title compound in the 4:1 hexane-ethyl acetate fraction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687664B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-3d6a6691f918489a885ec7430cfdce98 |
| Source note | uspto-grants-2010_03 |