Hydrochloric Acid → HCID 118037553, compound

HRID 2272465Notes

Reaction equation

HRID 2272465 reaction equation
[CH:1]1([C:4]2[CH:5]=[C:6]([CH2:21][N:22]3[CH2:27][CH2:26][CH:25]([N:28]4[CH:33]=[CH:32][C:31]([C:34]([O:36]C)=[O:35])=[CH:30][C:29]4=[O:38])[CH2:24][CH2:23]3)[C:7]([O:17][CH:18]([CH3:20])[CH3:19])=[N:8][C:9]=2[C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH2:3][CH2:2]1.[OH-].[Na+].Cl>C(O)C>[CH:1]1([C:4]2[CH:5]=[C:6]([CH2:21][N:22]3[CH2:27][CH2:26][CH:25]([N:28]4[CH:33]=[CH:32][C:31]([C:34]([OH:36])=[O:35])=[CH:30][C:29]4=[O:38])[CH2:24][CH2:23]3)[C:7]([O:17][CH:18]([CH3:19])[CH3:20])=[N:8][C:9]=2[C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 118037877HCID 118037877, compound

Product 1

HCID 118037553HCID 118037553, compoundYield 49.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of methyl 1-(1-((5-cyclopropyl-6-(4-fluorophenyl)-2-isopropoxypyridin-3-yl)methyl)piperidin-4-yl)-2-oxo-1,2-dihydropyridine-4-carboxylate (189 mg), a 1 M aqueous sodium hydroxide solution (1.5 mL), and ethanol (3 mL) was stirred at 70 C for 1 hour. The obtained reaction mixture was neutralized with 1 M hydrochloric acid and stirred overnight at room temperature. The resulting solid was collected by filtration and recrystallized (ethanol/ethyl acetate) to obtain the title compound (91 mg).

Workup

  1. customThe obtained reaction mixture
  2. filtrationThe resulting solid was collected by filtration
  3. customrecrystallized (ethanol/ethyl acetate)

Sources & evidence

ORD record
ord-e69e0459d40244d6884592f7ed5849a9
Source dataset
uspto-grants-2015_09
Patent number
US09120777B2

Reaction notes

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