HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 2807639, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-tert-Butylbenzoyl chloride | HCID 74372 | — |
| Reactant | Methyl 3-amino-2-thiophenecarboxylate | HCID 89652 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 2807639 | HCID 2807639 | 85.5% |
Reaction Steps
A solution of methyl 3-amino-2-thiophenecarboxylate (400 mg, 2.54 mmol) and pyridine (0.226 mL, 2.80 mmol) in methylene chloride (12 mL) was treated with 4-tert-butyl-benzoyl chloride (0.500 mL, 2.54 mmol). After consumption of the starting material, the mixture was concentrated in vacuo and the residue dissolved in ethyl acetate and water. The organic layer was washed once with water, once with saturated sodium chloride solution, dried (magnesium sulfate), and filtered. Concentration and purification of the residue by flash chromatography (silica gel, hexanes/ethyl acetate) yielded 689 mg (85%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313151B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-97d54601efa34c9bad37205046af573b |
| Source note | uspto-grants-2001_11 |