HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → Ethyl 2-(3-methoxyphenyl)thiazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Ethyl 2-bromo-1,3-thiazole-4-carboxylate | HCID 353965 | — |
| Reactant | (3-Methoxyphenyl)boronic acid | HCID 2734370 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | Ethyl 2-(3-methoxyphenyl)thiazole-4-carboxylate | HCID 15170573 | — |
Reaction Steps
A suspension of 3-methoxyphenyl boronic acid (0.25 g, 1.65 mmol), ethyl 2-bromothiazole-4-carboxylate (0.33 g, 1.4 mmol), PdCl2(dppf)2 (0.11 g) and 2M Na2CO3 (aq) (2 mL) in DME (10 mL) was heated to reflux for 20 h. The mixture was cooled to RT, filtered, concentrated by rotary evaporation and purified on silica gel (6:1 hexanes/EtOAc and 4:1 hexanes/EtOAc) to afford the title compound as a light-brown oil. EI-MS m/z 264 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07196104B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-ad5b006cf87046c88715381f603200ae |
| Source note | uspto-grants-2007_03 |