HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-bromothiazole-5-carboxylate → Methyl 2-(pyridin-2-yl)thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-bromothiazole-5-carboxylate | HCID 2773502 | — |
| Reactant | HCID 178419760 | HCID 178419760 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-(pyridin-2-yl)thiazole-5-carboxylate | HCID 57688443 | — |
Reaction Steps
To a suspension of 2-bromo-1,3-thiazole-5-carboxylic acid methyl ester (0.5 g, 2.25 mmol) and Pd(PPh3)4 (0.13 g, 0.11 mmol) in THF (12.5 ml) was added bromo-(pyridine-2-yl)-zinc (6.75 ml, 0.5M THF solution) under inert gas atmosphere. The reaction mixture was irradiated under microwave conditions at 120° C. for 10 min. The solvent was removed and the product was obtained after purification by silica gel chromatography using a heptane/ethyl acetate gradient as yellow crystals (0.34 g, 68%) MS: M=221.2 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470820B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-3fbe966f1e4e4e9fb0b81847b28be99d |
| Source note | uspto-grants-2013_06 |