HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-[2-(-2-Cyclopropyl-vinyl)-3-methyl-benzoylamino]-indan-2-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(2-Cyclopropylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 53395462 | — |
| Reactant | 2-(2-Iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester | HCID 59314153 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-[2-(-2-Cyclopropyl-vinyl)-3-methyl-benzoylamino]-indan-2-carboxylic acid ethyl ester | HCID 68590661 | 49% |
Reaction Steps
To a solution of 2-(2-iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (600 mg, 1.34 mmol) and 2-(2-cyclopropyl-vinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (1.11 mL, 5.36 mmol) in EtOH (10 mL) and dioxane (10 mL) is added palladium anchored homogeneous catalyst, FibreCatPd(0), (4.84% Pd, 285 mg, 0.13 mmol) and 2M aqueous solution of K2SO4 (2.68 mL, 5.36 mmol). The resulting reaction mixture is covered with argon and run in a microwave reaction: 110° C., 8 h. After concentration in vacuo, the residue is purified by HPLC to give a pure product (137) as white solid (250 mg, 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569535B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-6cc63d0bf10547ddae0764aaa16b554d |
| Source note | uspto-grants-2013_10 |