Hydrochloric Acid → HCID 118038041, compound

HRID 2272511Notes

Reaction equation

HRID 2272511 reaction equation
[OH-].[Na+].[CH:3]1([C:6]2[C:11]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)=[C:10]([F:19])[C:9]([O:20][CH:21]([CH3:23])[CH3:22])=[C:8]([CH2:24][N:25]3[CH2:30][CH2:29][CH:28]([N:31]4[CH:36]=[CH:35][C:34]([C:37]([O:39]C)=[O:38])=[C:33]([CH2:41][CH3:42])[C:32]4=[O:43])[CH2:27][CH2:26]3)[CH:7]=2)[CH2:5][CH2:4]1.Cl>CO>[CH:3]1([C:6]2[C:11]([C:12]3[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=3)=[C:10]([F:19])[C:9]([O:20][CH:21]([CH3:23])[CH3:22])=[C:8]([CH2:24][N:25]3[CH2:26][CH2:27][CH:28]([N:31]4[CH:36]=[CH:35][C:34]([C:37]([OH:39])=[O:38])=[C:33]([CH2:41][CH3:42])[C:32]4=[O:43])[CH2:29][CH2:30]3)[CH:7]=2)[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 118037962HCID 118037962, compound

Product 1

HCID 118038041HCID 118038041, compoundYield 70.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 2 M aqueous sodium hydroxide solution (1.54 mL) was added at room temperature to a methanol (3 mL) solution of methyl 1-(1-((6-cyclopropyl-2,4′-difluoro-3-isopropoxybiphenyl-4-yl)methyl)piperidin-4-yl)-3-ethyl-2-oxo-1,2-dihydropyridine-4-carboxylate (348 mg), and the mixture was stirred at 50 C for 1 hour. The reaction mixture was cooled to room temperature and neutralized with 2 M hydrochloric acid, and the solvent was distilled off under reduced pressure. The obtained residue was crystallized from water, and the obtained solid was recrystallized (ethanol/diisopropyl ether) to obtain the title compound (240 mg).

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. customThe obtained residue was crystallized from water
  3. customthe obtained solid was recrystallized (ethanol/diisopropyl ether)

Sources & evidence

ORD record
ord-f35714cb48cb49d696d6cbf55dec2689
Source dataset
uspto-grants-2015_09
Patent number
US09120777B2

Reaction notes

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