HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 1-Amino-7-[4-(trifluoromethyl)phenyl][1]benzothieno[3,2-c]pyridine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 59198451 | HCID 59198451 | — |
| Solvent | Tetrahydrofuran ethyl acetate | HCID 21939870 | — |
| Product | 1-Amino-7-[4-(trifluoromethyl)phenyl][1]benzothieno[3,2-c]pyridine-4-carboxamide | HCID 23581992 | — |
Reaction Steps
1-[(4-Methoxybenzyl)amino]-7-[4-(trifluoromethyl)phenyl][1]benzothieno[3,2-c]pyridine-4-carbonitrile was placed in a flask cooled to 0° C. before conc. H2SO4 (excess) was added dropwise under vigorous stirring. The final mixture was warmed to room temperature and, after 1 h, poured into THF/EtOAc and aqueous NaHCO3 previously saturated with NaCl solid. After separation of the organic phase, the aqueous phase was extracted again with THF/EtOAc, and the combined organic phases were dried over MgSO4 and filtered. After evaporation of the organic solvents, the crude material was purified by a wash with Et2O to provide the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518964B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-90426fe9d1464e28b153783e6a8b6983 |
| Source note | uspto-grants-2013_08 |