HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-Methyl-N-[6-(1H-pyrrol-2-yl)-4-o-tolyl-pyridin-3-yl]-3,5-bis-trifluoromethyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 2-{5-[(3,5-Bis-trifluoromethyl-benzoyl)-methyl-amino]-4-o-tolyl-pyridin-2-yl}-pyrrole-1-carboxylic acid tert-butyl ester | HCID 86670735 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-Methyl-N-[6-(1H-pyrrol-2-yl)-4-o-tolyl-pyridin-3-yl]-3,5-bis-trifluoromethyl-benzamide | HCID 60197804 | — |
Reaction Steps
To a solution of 2-{5-[(3,5-bis-trifluoromethyl-benzoyl)-methyl-amino]-4-o-tolyl-pyridin-2-yl}-pyrrole-1-carboxylic acid tert-butyl ester (39 mg, 64.6 μmol) in CH2Cl2 (2 mL) was added TFA (2 mL) at 0° C. The reaction mixture was stirred for at room temperature for 1 hour and then concentrated under vacuum. The residue was poured on 30 mL aqueous NaHCO3 solution and 30 mL EtOAc and the layers were separated. The aqueous layer was extracted a second time with 30 mL EtOAc. The organic layers were washed with 30 mL brine, dried over MgSO4, filtered and concentrated under vacuum. Light yellow solid (32 mg, 98%). MS (ESI): m/z=504.151 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987307B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-23587410245e4a63b341c50978680da9 |
| Source note | uspto-grants-2015_03 |