Acetic Anhydride → HCID 74928537, compound

HRID 504544Notes

Reaction equation

HRID 504544 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]2[NH:8][C:9](=[O:38])[C:10]3([CH:15]([C:16]4[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=4[N:23]4[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]4)[CH2:14][C:13](=[O:29])[NH:12][CH:11]3[C:30]3[CH:35]=[C:34]([F:36])[CH:33]=[CH:32][C:31]=3[CH3:37])[C:5]2=[CH:4][CH:3]=1.[C:39](OC(=O)C)(=[O:41])[CH3:40]>C1COCC1>[C:39]([N:26]1[CH2:27][CH2:28][N:23]([C:17]2[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:16]=2[CH:15]2[CH2:14][C:13](=[O:29])[NH:12][CH:11]([C:30]3[CH:35]=[C:34]([F:36])[CH:33]=[CH:32][C:31]=3[CH3:37])[C:10]32[C:5]2[C:6](=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[NH:8][C:9]3=[O:38])[CH2:24][CH2:25]1)(=[O:41])[CH3:40]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 74928536HCID 74928536, compound

Product 1

HCID 74928537HCID 74928537, compoundYield 31.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

At room temperature, to a solution of racemic (2′S,3S,4′R)-6-chloro-4′-[5-chloro-2-(piperazin-1-yl)-phenyl]-2′-(5-fluoro-2-methyl phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (30 mg, 0.054 mmol) in THF was added acetic anhydride (6 mg, 0.06 mmol). After stirred for 1 h, the mixture was concentrated and the residue was purified by Prep-HPLC to give the title compound as a white solid (10 mg).

Workup

  1. concentrationthe mixture was concentrated
  2. customthe residue was purified by Prep-HPLC

Sources & evidence

ORD record
ord-92fc03394c9847279e834cab43758931
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

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