Diethyl Ether → HCID 16042227, compound

HRID 730575Notes

Reaction equation

HRID 730575 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:15]=2[C:16]([CH3:33])([CH3:32])[C:17](=[O:31])[N:18]3[CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([F:30])[CH:25]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.CCO.C(OCC)C>CCO>[F:30][C:26]1[CH:25]=[C:24]([CH:29]=[CH:28][CH:27]=1)[CH2:23][N:18]1[C:19]2[C:15](=[C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[CH:22]=[CH:21][CH:20]=2)[C:16]([CH3:33])([CH3:32])[C:17]1=[O:31]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 21887872Ethanol hydrochlorideHCID 57835009HCID 57835009, compound

Product 1

HCID 16042227HCID 16042227, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-[1-(3-Fluoro-benzyl)-3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-4-yl]-piperazine-1-carboxylic acid tert-butyl ester (260 mg) was dissolved in 3 mL of EtOH and 0.5 mL of 2.0 N HCl/EtOH was added. After heating for 30 minutes at reflux, the solution was cooled and diethyl ether was added to precipitate out 1-(3-Fluoro-benzyl)-3,3-dimethyl-4-piperazin-1-yl-1,3-dihydro-indol-2-one as a hydrochloride salt (121 mg). MS: 354 (M+H)+.

Workup

  1. temperatureAfter heating for 30 minutes
  2. temperatureat reflux
  3. temperaturethe solution was cooled
  4. customto precipitate out 1-(3-Fluoro-benzyl)-3,3-dimethyl-4-piperazin-1-yl-1,3-dihydro-indol-2-one as a hydrochloride salt (121 mg)

Sources & evidence

ORD record
ord-348bd89e53e145188dcaaff19969b166
Source dataset
uspto-grants-2009_09
Patent number
US07582760B2

Reaction notes

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