HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 67380693, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-Bromo-5-chloropyridine | HCID 817098 | — |
| Reactant | Methyl 3-mercaptobenzoate | HCID 4362804 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67380693 | HCID 67380693 | 79.7% |
Reaction Steps
To a dimethylformamide (7.0 mL) solution of 3-mercapto-benzoic acid methyl ester (600 mg, 3.5 mmol) was added potassium t-butoxide (500 mg, 4.0 mmol). Upon stirring the reaction at room temperature for 15 min, 2-bromo-5-chloro-pyridine (700 mg, 3.5 mmol) was added. The reaction was stirred at room temperature for 15 h. Crude reaction mass was added to water, aqueous layer was acidified to pH 4.0 and product was extracted with ethyl acetate to give 3-(5-chloro-pyridin-2-ylsulfanyl)-benzoic acid methyl ester (780 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927549B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-b8ce115bea6f480185a89320c0cf8e1a |
| Source note | uspto-grants-2015_01 |