HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 1-Amino-7-phenyl[1]benzothieno[3,2-c]pyridine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 1-Amino-7-bromo[1]benzothieno[3,2-c]pyridine-4-carboxamide | HCID 23581929 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Amino-7-phenyl[1]benzothieno[3,2-c]pyridine-4-carboxamide | HCID 23581998 | — |
Reaction Steps
To a suspension of 1-amino-7-bromo[1]benzothieno[3,2-c]pyridine-4-carboxamide (Example 12, Step 10) in DMF (0.1 M) was added phenylboronic acid (1.5 equiv). The mixture was degassed for 5 min, and 1 M Na2CO3 (3 equiv) and PdCl2dppf (0.1 equiv) were added. It was heated is the microwave reactor at 120° C. for 10 min. The reaction mixture was partitioned between EtOAc and H2O. The organic phase was separated, dried over MgSO4, filtered, evaporated and purified by flash chromatography (EtOAc/MeOH) to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518964B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-891c0468fc5e40d48eb749d2d12181c4 |
| Source note | uspto-grants-2013_08 |