Hydrochloric Acid → HCID 118037811, compound

HRID 2272458Notes

Reaction equation

HRID 2272458 reaction equation
[CH:1]1([C:5]2[C:28]([CH:29]3[CH2:31][CH2:30]3)=[CH:27][C:8]([CH2:9][N:10]3[CH2:15][CH2:14][CH:13]([N:16]4[CH:21]=[CH:20][C:19]([C:22]([O:24]C)=[O:23])=[CH:18][C:17]4=[O:26])[CH2:12][CH2:11]3)=[C:7]([O:32][CH2:33][CH3:34])[CH:6]=2)[CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].Cl>C(O)C>[CH:1]1([C:5]2[C:28]([CH:29]3[CH2:30][CH2:31]3)=[CH:27][C:8]([CH2:9][N:10]3[CH2:15][CH2:14][CH:13]([N:16]4[CH:21]=[CH:20][C:19]([C:22]([OH:24])=[O:23])=[CH:18][C:17]4=[O:26])[CH2:12][CH2:11]3)=[C:7]([O:32][CH2:33][CH3:34])[CH:6]=2)[CH2:2][CH2:3][CH2:4]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 118038002HCID 118038002, compound

Product 1

HCID 118037811HCID 118037811, compoundYield 65.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of methyl 1-(1-(4-cyclobutyl-5-cyclopropyl-2-ethoxybenzyl)piperidin-4-yl)-2-oxo-1,2-dihydropyridine-4-carboxylate (567 mg), a 1 M aqueous sodium hydroxide solution (3 mL), and ethanol (3 mL) was stirred at 70 C for 2 hours. The reaction mixture was pH-adjusted to 4 using 1 M hydrochloric acid and stirred at room temperature for 30 minutes. The resulting solid was collected by filtration and recrystallized (DMSO/ethanol) to obtain the title compound (358 mg).

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. customrecrystallized (DMSO/ethanol)

Sources & evidence

ORD record
ord-64f58ad15b19444bb45e8f965dd38360
Source dataset
uspto-grants-2015_09
Patent number
US09120777B2

Reaction notes

Loading…