HCID 66954042, compound → HCID 25064817, compound

HRID 1424602Notes

Reaction equation

HRID 1424602 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:28]=1[C:9]1([CH2:14][CH2:13][N:12]([C:15](=[O:27])[NH:16][CH:17]3[CH:24]4[CH2:25][CH:20]5[CH2:21][CH:22]([CH2:26][CH:18]3[CH2:19]5)[CH2:23]4)[CH2:11][CH2:10]1)[CH2:8][C:7]2=[CH:29][C:30]([O:32][CH2:33][CH3:34])=[O:31]>CCO.O=[Pt]=O>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:28]=1[C:9]1([CH2:10][CH2:11][N:12]([C:15](=[O:27])[NH:16][CH:17]3[CH:18]4[CH2:26][CH:22]5[CH2:21][CH:20]([CH2:25][CH:24]3[CH2:23]5)[CH2:19]4)[CH2:13][CH2:14]1)[CH2:8][CH:7]2[CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31]

Participants

4

Reactant 1

HCID 66954042HCID 66954042, compound

Product 1

HCID 25064817HCID 25064817, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

To a solution of ethyl 2-(7-bromo-1′-(2-adamantylcarbamoyl)spiro[indene-1,4′-piperidine]-3(2H)-ylidene)acetate (4 g, 8 mmol) in EtOH (50 mL) was added PtO2 (400 mg) at rt under N2. Then the reaction mixture was stirred at rt for 6 h under H2. The reaction mixture was filtered and the filtrate was concentrated to leave crude (±)-ethyl 2-(7-bromo-1′-((2-adamantyl)carbamoyl)-2,3-dihydrospiro[indene-1,4′-piperidine]-3-yl)acetate.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-76868c978a8543b596aa7af302b22f0e
Source dataset
uspto-grants-2015_01
Patent number
US08927715B2

Reaction notes

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