HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → Ethyl 3-ortho-tolyl-1h-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Methylphenyl boronic acid | HCID 2733267 | — |
| Reactant | Ethyl 3-Bromoindole-2-carboxylate | HCID 4715017 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 3-ortho-tolyl-1h-indole-2-carboxylate | HCID 67316467 | — |
Reaction Steps
A mixture of EXAMPLE 31B (1.08 g), ortho-tolylboronic acid (1.1 g), (1,1′-bis(diphenylphosphino)ferrocene)dichloropalladium(II) (140 mg) in dimethoxyethane:2N aqueous Na2CO3 (25 mL:5 mL) was stirred under nitrogen at 80° C. for 16 hours, diluted with ethyl acetate and was washed with water and brine. The organic phase was dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash chromatography on silica gel with 0-10% ethyl acetate/hexanes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853209B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-d877391228d04a4e9d55fde7a8b24ee9 |
| Source note | uspto-grants-2014_10 |