Trifluoroacetic acid → 5-Methoxy-2-piperidin-4-yl-2,3-dihydro-isoindol-1-one trifluoroacetate

HRID 1715160Notes

Reaction equation

HRID 1715160 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[C:19]([O:23][CH3:24])[CH:20]=3)[C:15]2=[O:25])[CH2:10][CH2:9]1)=O)(C)(C)C.[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29]>ClCCl>[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29].[CH3:24][O:23][C:19]1[CH:20]=[C:21]2[C:16](=[CH:17][CH:18]=1)[C:15](=[O:25])[N:14]([CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)[CH2:22]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68509225HCID 68509225, compound

Product 1

HCID 685075505-Methoxy-2-piperidin-4-yl-2,3-dihydro-isoindol-1-one trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(5-methoxy-1-oxo-1,3-dihydro-isoindol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (0.84 g, 2.44 mmol) in dichloromethane (8.5 mL) was added trifluoro-acetic acid (1.7 mL) and the reaction mixture stirred at rt overnight. The solvent was removed under reduced pressure and the crude product used in the consecutive step without further purification assuming quantitative deprotection and formation of the trifluoroacetate salt. MS (ISP): 247.3 [M+H]+.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe crude product used in the consecutive step without further purification

Sources & evidence

ORD record
ord-60ad999a4efe403594cf573b437a0432
Source dataset
uspto-grants-2010_09
Patent number
US07799806B2

Reaction notes

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