Piperidine → HCID 21196327, compound

HRID 70739Notes

Reaction equation

HRID 70739 reaction equation
C1C2C(COC([N:18]3[CH2:23][CH2:22][C:21]([C:30]4[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][CH:31]=4)([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:20][CH2:19]3)=O)C3C(=CC=CC=3)C=2C=CC=1.N1CCCCC1>CN(C=O)C>[C:24]1([C:21]2([C:30]3[CH:31]=[CH:32][C:33]([OH:36])=[CH:34][CH:35]=3)[CH2:20][CH2:19][NH:18][CH2:23][CH2:22]2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 669680964-(4-Hydroxy-phenyl)-4-phenyl-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

Product 1

HCID 21196327HCID 21196327, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-(4-Hydroxy-phenyl)-4-phenyl-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester (270 mg, 0.57 mmol) was treated with a solution of piperidine in DMF (20%, 5 mL) for 2 h. TLC indicated full conversion of the starting material. Concentrated in vacuo to a solid. Worked-up by flash chromatography. LC-MS indicated formation of a complex mixture. The title product was isolated in an analytical amount. LC/MS purity (UV/MS): 90/90%, Rt 3.15 min. M+1: 254

Workup

  1. concentrationConcentrated in vacuo to a solid

Sources & evidence

ORD record
ord-7839a6d162c34856afa4bed4423b051c
Source dataset
uspto-grants-2014_09
Patent number
US08822548B2

Reaction notes

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