Hydrochloric Acid → HCID 117992265, compound

HRID 531094Notes

Reaction equation

HRID 531094 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[CH2:39][CH2:38][C:37]5[N:36]=[C:35]([CH3:40])[C:34]([C:41]([O:43]C)=[O:42])=[CH:33][C:32]=5[C:31]4=[O:45])[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: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[CH2:25][CH2:26][CH:27]([N:30]4[CH2:39][CH2:38][C:37]5[N:36]=[C:35]([CH3:40])[C:34]([C:41]([OH:43])=[O:42])=[CH:33][C:32]=5[C:31]4=[O:45])[CH2:28][CH2:29]3)[CH:7]=2)[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 117992131HCID 117992131, compound

Product 1

HCID 117992265HCID 117992265, compoundYield 85.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A 2 M aqueous sodium hydroxide solution (1.0 mL) was added at room temperature to a methanol (4 mL) solution of methyl 6-(1-((6-cyclopropyl-3-ethoxy-2,4′-difluorobiphenyl-4-yl)methyl)piperidin-4-yl)-2-methyl-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridine-3-carboxylate (460 mg), and the mixture was stirred at 50° C. for 30 minutes. The reaction mixture was neutralized with hydrochloric acid at room temperature and then stirred at room temperature for 2 hours, and then, the deposited solid was collected by filtration. The obtained solid was recrystallized (DMSO/ethanol/water) to obtain the title compound (385 mg).

Workup

  1. stirringstirred at room temperature for 2 hours
  2. filtrationthe deposited solid was collected by filtration
  3. customThe obtained solid was recrystallized (DMSO/ethanol/water)

Sources & evidence

ORD record
ord-b2960771a8d9464ba7fdb1d777fd7751
Source dataset
uspto-grants-2016_05
Patent number
US09353108B2

Reaction notes

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