HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (S)-N-(4-Aminobiphenyl-3-yl)-4-(3-aminopyrrolidin-1-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 59737479 | HCID 59737479 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-N-(4-Aminobiphenyl-3-yl)-4-(3-aminopyrrolidin-1-yl)benzamide | HCID 25221237 | 67% |
Reaction Steps
TFA (1 mL) was added to a solution of 326 (370 mg, 0.65 mmol) in DCM (1 mL). The reaction mixture was stirred at room temperature for 24 h, concentrated and the residue was partitioned between EtOAc and NaHCO3. The aqueous layer was extracted with fresh EtOAc and the comb organic layers were washed with brine, dried over MgSO4 and concentrated. The residue was purified using the Biotage system, (cartridge Biotage Si 25+M), eluent MeOH/DCM (10% to 40%) to afford the title compound 327 (161 mg, 67% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598168B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-c651111721134af1a8778c352f0a0c97 |
| Source note | uspto-grants-2013_12 |