Hydrochloric Acid → 2-{2-Fluoro-4-[4-((S)-2-methyl-pyrrolidin-1-yl)-cyclohexyl]-phenyl}-2,8-diaza-spiro[4.5]decan-1-one hydrochloride

HRID 1027431Notes

Reaction equation

HRID 1027431 reaction equation
C(OC([N:8]1[CH2:37][CH2:36][C:11]2([C:15](=[O:16])[N:14]([C:17]3[CH:22]=[CH:21][C:20]([CH:23]4[CH2:28][CH2:27][CH:26]([N:29]5[CH2:33][CH2:32][CH2:31][C@@H:30]5[CH3:34])[CH2:25][CH2:24]4)=[CH:19][C:18]=3[F:35])[CH2:13][CH2:12]2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:38]>CO.O1CCOCC1>[ClH:38].[F:35][C:18]1[CH:19]=[C:20]([CH:23]2[CH2:28][CH2:27][CH:26]([N:29]3[CH2:33][CH2:32][CH2:31][C@@H:30]3[CH3:34])[CH2:25][CH2:24]2)[CH:21]=[CH:22][C:17]=1[N:14]1[CH2:13][CH2:12][C:11]2([CH2:10][CH2:9][NH:8][CH2:37][CH2:36]2)[C:15]1=[O:16]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 545919182-{2-Fluoro-4-[4-((S)-2-methyl-pyrrolidin-1-yl)-cyclohexyl]-phenyl}-1-oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester

Product 1

HCID 545919192-{2-Fluoro-4-[4-((S)-2-methyl-pyrrolidin-1-yl)-cyclohexyl]-phenyl}-2,8-diaza-spiro[4.5]decan-1-one hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

2-{2-Fluoro-4-[4-((S)-2-methyl-pyrrolidin-1-yl)-cyclohexyl]-phenyl}-1-oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester was dissolved in 0.5 mL of methanol and cooled to ice-water bath. To this solution was added 0.5 mL of 4M HCl in dioxane (excess). The clear solution was stirred at r.t. overnight. The solvent was evaporated and the residue was further dried under reduced pressure to obtain the title compound as a gummy semi-solid.

Workup

  1. temperaturecooled to ice-water bath
  2. customThe solvent was evaporated
  3. customthe residue was further dried under reduced pressure

Sources & evidence

ORD record
ord-90234667d1214e2493ee77c321659dab
Source dataset
uspto-grants-2014_05
Patent number
US08735385B2

Reaction notes

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