Sodium Hydroxide → HCID 118037647, compound

HRID 2272485Notes

Reaction equation

HRID 2272485 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[C:9]([O:10][CH:11]([CH3:13])[CH3:12])=[C:8]([CH2:14][N:15]2[CH2:20][CH2:19][CH:18]([N:21]3[CH:26]=[CH:25][C:24]([C:27]([O:29]C)=[O:28])=[CH:23][C:22]3=[O:31])[CH2:17][CH2:16]2)[CH:7]=[C:6]([CH:32]2[CH2:34][CH2:33]2)[C:5]=1[C:35]1[CH:40]=[CH:39][C:38]([F:41])=[CH:37][C:36]=1[F:42]>C(O)C>[Cl:3][C:4]1[C:9]([O:10][CH:11]([CH3:13])[CH3:12])=[C:8]([CH2:14][N:15]2[CH2:16][CH2:17][CH:18]([N:21]3[CH:26]=[CH:25][C:24]([C:27]([OH:29])=[O:28])=[CH:23][C:22]3=[O:31])[CH2:19][CH2:20]2)[CH:7]=[C:6]([CH:32]2[CH2:33][CH2:34]2)[C:5]=1[C:35]1[CH:40]=[CH:39][C:38]([F:41])=[CH:37][C:36]=1[F:42]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 118037777HCID 118037777, compound

Product 1

HCID 118037647HCID 118037647, compoundYield 27.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 2 M aqueous sodium hydroxide solution (2 mL) was added to an ethanol (8 mL) solution of methyl 1-(1-((2-chloro-6-cyclopropyl-2′,4′-difluoro-3-isopropoxybiphenyl-4-yl)methyl)piperidin-4-yl)-2-oxo-1,2-dihydropyridine-4-carboxylate (590 mg), and the mixture was stirred at 80 C for 4 hours in a nitrogen atmosphere. The reaction mixture was concentrated to dryness under reduced pressure. The obtained residue was dissolved in water, and the solution was neutralized with 2 M hydrochloric acid. The resulting solid was collected by filtration and recrystallized (DMSO/ethanol) to obtain the title compound (157 mg).

Workup

  1. concentrationThe reaction mixture was concentrated to dryness under reduced pressure
  2. dissolutionThe obtained residue was dissolved in water
  3. filtrationThe resulting solid was collected by filtration
  4. customrecrystallized (DMSO/ethanol)

Sources & evidence

ORD record
ord-b6988ce5753d43c8bf16eb5f1590d29f
Source dataset
uspto-grants-2015_09
Patent number
US09120777B2

Reaction notes

Loading…