Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4,4,5,5-Tetramethyl-2-(2-methylprop-1-en-1-yl)-1,3,2-dioxaborolane | HCID 15148447 | — |
| Reactant | 4,5-Difluoro-2-(2-iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester | HCID 59314170 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59314094 | HCID 59314094 | — |
Reaction Steps
To a solution of 6-(4,5-difluoro-2-(2-iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (386) (2.55 g, 5.25 mmol) and 2-methyl-1-propenyl boronic acid pinacol ester (364 mg, 10.5 mmol) in dioxane (100 mL) is added dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct (350 mg, 8.2% mmol) and 2M aqueous solution of K2CO3 (7.87 mL, 15.75 mmol). The resulting reaction mixture is filled in with N2, heated to 100° C. and stirred continuously for 6 h. Reaction mixture is filtered and concentrated in vacuo, and the resulting residue is purified by flash column chromatography (12 g silica gel, gradient elution: 0%-50% EtOAc in heptane) to give a pure product (387) as light brown solid (1.24 g, 57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08569535B2 |
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| Source dataset | uspto-grants-2013_10 |
|---|
| ORD ID | ord-8a88783f63d94568a9684760f145ab40 |
|---|
| Source note | uspto-grants-2013_10 |
|---|
