HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → (E)-N-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}-4-bromo-3-methylthiophene-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-Bromo-3-methylthiophenecarboxylic acid | HCID 2757073 | — |
| Reactant | HCID 69001756 | HCID 69001756 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (E)-N-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}-4-bromo-3-methylthiophene-2-carboxamide | HCID 69000757 | 24% |
Reaction Steps
In a similar manner to Example 29, 4-bromo-3-methylthiophene-2-carboxylic acid (0.10 g, 0.47 mmol) was treated with thionyl chloride (53 μL, 0.72 mmol), DMF (5.0 μL, 0.085 mmol) and dichloromethane (2.0 mL), followed by reacting with Compound 2 (0.10 g, 0.43 mmol), triethylamine (60 μL, 1.1 mmol) and THF (2.0 mL) to obtain Compound 353 (44 mg, 24%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07605272B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-2c8d633f6184483fa57eca6d9b8c860c |
| Source note | uspto-grants-2009_10 |