HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → rac-(2'S,3'S,4'S)-6-chloro-2'-(3-chloro-2-fluoro-phenyl)-4'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1'-carboxylic acid (1-acetyl-piperidin-4-ylethyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 76021608 | HCID 76021608 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | rac-(2'S,3'S,4'S)-6-chloro-2'-(3-chloro-2-fluoro-phenyl)-4'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1'-carboxylic acid (1-acetyl-piperidin-4-ylethyl)-amide | HCID 76021611 | — |
Reaction Steps
In a manner similar to the method described in Example 26, rac-(2′S,3′S,4′S)-6-chloro-2′-(3-chloro-2-fluoro-phenyl)-4′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-1′-carboxylic acid (piperidin-4-ylethyl)-amide trifluoroacetic acid prepared in Example 51 (30 mg, 0.04 mmol) was reacted with triethylamine and acetyl chloride (3.8 mg, 0.05 mmol) in tetrahydrofuran to give rac-(2′S,3′S,4′S)-6-chloro-2′-(3-chloro-2-fluoro-phenyl)-4′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-1′-carboxylic acid (1-acetyl-piperidin-4-ylethyl)-amide as a white solid (Yield, 23 mg, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288431B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-8447d40c588747389aa46b2f2b37887b |
| Source note | uspto-grants-2012_10 |