HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 49805203, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 49805202 | HCID 49805202 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 49805203 | HCID 49805203 | 52% |
Reaction Steps
45 mg of N-(2-aminophenyl)-4-((3-bromo-2-methylbenzamido) methyl)benzamide obtained in Example 68 (0.103 mmol), phenyl boronic acid (19 mg, 0.154 mmol), tetrakis(triphenylphosphin)palladium (7 mg, 0.006 mmol), and sodium bicarbonate (33 mg, 0.308 mmol) were dissolved in 5 mL of dioxane/H2O mixture (v/v, 4:1). The resulting mixture was subjected to microwave equipment (Biotage AB) for 20 min at 150° C. Ethyl acetate was added to the resulting mixture, dried with anhydrous magnesium sulfate, and filtered with Celite. The filtrate was dried under a reduced pressure, and subjected to a column chromatography (ethyl acetate:methanol=9:1 (v:v)). The resulting mixture was dissolved in ethanol and dried to obtain the title compound (23 mg, 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716326B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-f663c66f507a40b08341f2b492aeeba9 |
| Source note | uspto-grants-2014_05 |