HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-(2-Iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester → 2-[3-Methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-(2-Iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester | HCID 59314153 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 2-[3-Methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid ethyl ester | HCID 59314078 | 311,4% |
Reaktionsschritte
To a solution of 2-(2-iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (400 mg, 0.89 mmol) and 2,2-dimethyethylenelboronic acid (133 mg, 1.34 mmol) in dioxane (15 mL) is added PdCl2(dppf) ([1,1′-bis(diphenylphosphine)ferrocene]-dichloropalladium(II), 73 mg, 8.9% mmol) and 2M aqueous solution of CsCO3 (1.34 mL, 2.67 mmol). The resulting reaction mixture is covered with argon and run in a microwave reaction: 110° C., 2 h. After concentration in vacuo, the residue is purified by flash column chromatography (120 g silica gel, gradient elution: 5-50% EtOAc in heptane) to give a pure product (134) as a pale yellow solid (523 mg, 78%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08569535B2 |
| Quelldatensatz | uspto-grants-2013_10 |
| ORD ID | ord-c3682e9c3f7248c5b86311ce8ac7f2c5 |
| Quellennotiz | uspto-grants-2013_10 |