HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(3-(Methylsulfonyl)propyl)piperazine → rac-(2'S,3'S,4'S)-6-chloro-2'-(3-chloro-2-fluoro-phenyl)-4'-(2,2-dimethyl-propyl)-1'-[4-(3-methanesulfonyl-propyl)-piperazine-1-carbonyl]-1H-spiro[indole-3,3'-pyrrolidin]-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(3-(Methylsulfonyl)propyl)piperazine | HCID 49853478 | — |
| Reactant | 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'-carbonyl chloride | HCID 76776161 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | rac-(2'S,3'S,4'S)-6-chloro-2'-(3-chloro-2-fluoro-phenyl)-4'-(2,2-dimethyl-propyl)-1'-[4-(3-methanesulfonyl-propyl)-piperazine-1-carbonyl]-1H-spiro[indole-3,3'-pyrrolidin]-2-one | HCID 67337303 | — |
Reaction Steps
In a manner similar to the method described in Example 9, 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′-carbonyl chloride prepared in Example 8 (53 mg, 0.11 mmol) was reacted with 1-(3-methanesulfonyl-propyl)-piperazine (34 mg, 0.14 mmol) and triethylamine to give rac-(2′S,3′S,4′S)-6-chloro-2′-(3-chloro-2-fluoro-phenyl)-4′-(2,2-dimethyl-propyl)-1′-[4-(3-methanesulfonyl-propyl)-piperazine-1-carbonyl]-1H-spiro[indole-3,3′-pyrrolidin]-2-one as a white solid (Yield, 61 mg, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288431B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-8720bca0d9f043cba9f5ab9b8d6d7745 |
| Source note | uspto-grants-2012_10 |