HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 1-Amino-7-[3-(trifluoromethyl)phenyl][1]benzothieno[3,2-c]pyridine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-(Trifluoromethyl)phenylboronic acid | HCID 2734388 | — |
| Reactant | 1-Amino-7-bromo[1]benzothieno[3,2-c]pyridine-4-carboxamide | HCID 23581929 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Amino-7-[3-(trifluoromethyl)phenyl][1]benzothieno[3,2-c]pyridine-4-carboxamide | HCID 23581995 | — |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 1-amino7-bromo[1]benzothieno[3,2-c]pyridine-4-carboxamide (Example 12, Step 10), 3-trifluoromethylboronic acid (1.5 equiv), PdCl2dppf (0.1 equiv), Na2CO3 1 M (3.0 equiv) in DMF (0.15 M) was heated in the microwave reactor at 120° C. for 10 min. The reaction mixture was partitioned between EtOAc and H2O with the addition of DMSO. The organic phase was separated, dried over Na2SO4, filtered, evaporated and purified by flash chromatography (10% MeOH in CH2Cl2) 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-4c97769a30864db593db72011e5e4043 |
| Source note | uspto-grants-2013_08 |