HCID 86632075, compound → HCID 74928505, compound

HRID 504534Notes

Reaction equation

HRID 504534 reaction equation
C(OC([N:8]1[C:46]2[C:41](=[CH:42][CH:43]=[C:44]([Cl:47])[CH:45]=2)[C:10]2([CH:15]([C:16]3[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=3[O:23][CH2:24][C:25]3([C:30]#[N:31])[CH2:29][CH2:28][CH2:27][CH2:26]3)[CH2:14][C:13](=[O:32])[NH:12][CH:11]2[C:33]2[CH:38]=[C:37]([F:39])[CH:36]=[CH:35][C:34]=2[CH3:40])[C:9]1=[O:48])=O)(C)(C)C>FC(F)(F)C(O)=O>[Cl:47][C:44]1[CH:45]=[C:46]2[NH:8][C:9](=[O:48])[C:10]3([CH:15]([C:16]4[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=4[O:23][CH2:24][C:25]4([C:30]#[N:31])[CH2:29][CH2:28][CH2:27][CH2:26]4)[CH2:14][C:13](=[O:32])[NH:12][CH:11]3[C:33]3[CH:38]=[C:37]([F:39])[CH:36]=[CH:35][C:34]=3[CH3:40])[C:41]2=[CH:42][CH:43]=1

Participants

3

Reactant 1

HCID 86632075HCID 86632075, compound

Product 1

HCID 74928505HCID 74928505, compoundYield 44.4%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

racemic (2′S,3S,4′R)-6-chloro-4′-[5-chloro-2-(1-cyano-cyclopentyl-methoxy)-phenyl]-2′-(5-fluoro-2-methyl-phenyl)-2,3-dihydro-2,6′-dioxo spiro[indole-3,3′-piperidine]-1-carboxylic acid tert-butyl ester (100 mg) was dissolved in trifluoroacetic acid (5 mL). After stirred at room temperature for 0.5 h, the reaction mixture was concentrated and the residue was purified by recrystallization to give the title compound as a yellow solid (38 mg).

Workup

  1. concentrationthe reaction mixture was concentrated
  2. customthe residue was purified by recrystallization

Sources & evidence

ORD record
ord-e2e430a758e343e7a6f430ff7dbd18f7
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

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