HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → Racemic (2'S,3S,4'R)-4'-[2-(1-acetyl-4-piperidinyloxy)-5-bromo-phenyl]-6-chloro-2'-(3-chlorophenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Racemic (2'S,3S,4'R)-4'-[5-bromo-2-(4-piperidinyloxy)-phenyl]-6-chloro-2'-(5-chlorophenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione | HCID 74928458 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Racemic (2'S,3S,4'R)-4'-[2-(1-acetyl-4-piperidinyloxy)-5-bromo-phenyl]-6-chloro-2'-(3-chlorophenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione | HCID 77285149 | 46.7% |
Reaction Steps
In a manner similar to the method described in Example 38b, racemic (2′S,3S,4′R)-4′-[5-bromo-2-(4-piperidinyloxy)-phenyl]-6-chloro-2′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (85 mg, 0.14 mmol) was reacted with acetyl chloride (13 mg, 0.17 mmol), triethylamine in tetrahydrofuran to give the title compound as a white solid (Yield: 43 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07776875B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-52e7894c1307492b8d95153fbe8c062a |
| Source note | uspto-grants-2010_08 |