HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 67369526, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | rac tert-butyl 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)benzylcarbamate | HCID 53358000 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67369526 | HCID 67369526 | 99.7% |
Reaction Steps
To a solution of rac tert-butyl 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)benzylcarbamate (64 mg, example XC31) in CH2Cl2 (4 ml) was added TRIFLUOROACETIC ACID (5.92 g, 4 mL) and the reaction was stirred at 0 C for 1.5 hrs. The crude reaction mixture was concentrated in vacuo and the taken up in CH2Cl2 (80 mL) and washed with sat Na2CO3 (2×15 mL), water (2×15 mL) and concentrated to give rac-(2R,3S,4R,5S)-4-(4-Chloro-2-fluoro-phenyl)-3-(3-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carboxylic acid (4-aminomethyl-phenyl)-amide as a white solid (54.3 mg, 99%). HRMS (ES+) m/z Calcd for C30H31Cl2F2N4O [(M+H)+]: 571.1838. found: 571.1837.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354444B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-6d999817323f44e885ef720167eeb446 |
| Source note | uspto-grants-2013_01 |