Hydrochloric Acid → HCID 118037603, compound

HRID 2272513Notes

Reaction equation

HRID 2272513 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][CH2:21][CH3:22])=[C:8]([CH2:23][N:24]3[CH2:29][CH2:28][CH:27]([N:30]4[CH:35]=[CH:34][C:33]([C:36]([O:38]C)=[O:37])=[C:32]([CH2:40][CH3:41])[C:31]4=[O:42])[CH2:26][CH2:25]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][CH2:21][CH3:22])=[C:8]([CH2:23][N:24]3[CH2:25][CH2:26][CH:27]([N:30]4[CH:35]=[CH:34][C:33]([C:36]([OH:38])=[O:37])=[C:32]([CH2:40][CH3:41])[C:31]4=[O:42])[CH2:28][CH2:29]3)[CH:7]=2)[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 118037902HCID 118037902, compound

Product 1

HCID 118037603HCID 118037603, compoundYield 56.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 2 M aqueous sodium hydroxide solution (1.73 mL) was added to a methanol (3 mL) solution of methyl 1-(1-((6-cyclopropyl-3-ethoxy-2,4′-difluorobiphenyl-4-yl)methyl)piperidin-4-yl)-3-ethyl-2-oxo-1,2-dihydropyridine-4-carboxylate (382 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/hexane) to obtain the title compound (211 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/hexane)

Sources & evidence

ORD record
ord-f21a8e0b702a490481d55f1f6463df93
Source dataset
uspto-grants-2015_09
Patent number
US09120777B2

Reaction notes

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