Hydrochloric Acid → HCID 117988151, compound

HRID 2206191Notes

Reaction equation

HRID 2206191 reaction equation
[Cl:1][C:2]1[C:3]2[N:12]([C:13]3[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=3[F:20])[N:11]=[C:10]([C:21]3[CH:30]=[CH:29][C:24]([C:25]([O:27]C)=[O:26])=[CH:23][CH:22]=3)[C:4]=2[C:5]([O:8][CH3:9])=[N:6][CH:7]=1.CO.[OH-].[Na+].Cl>C1COCC1>[Cl:1][C:2]1[C:3]2[N:12]([C:13]3[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=3[F:20])[N:11]=[C:10]([C:21]3[CH:22]=[CH:23][C:24]([C:25]([OH:27])=[O:26])=[CH:29][CH:30]=3)[C:4]=2[C:5]([O:8][CH3:9])=[N:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 117988025HCID 117988025, compound

Product 1

HCID 117988151HCID 117988151, compoundYield 68.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of methyl 4-(7-chloro-1-(2,6-difluorophenyl)-4-methoxy-1H-pyrazolo[4.3-c]pyridin-3-yl)benzoate (118 mg) in a mixed solvent of methanol (2 mL) and THF (1 mL) was added 1N aqueous sodium hydroxide solution (1 mL) at room temperature, and the mixture was stirred at room temperature for 4 hr. The reaction mixture was neutralized with 1N hydrochloric acid under ice-cooling, and the mixture was concentrated under reduced pressure. The obtained solid was washed with water to give the title compound (78.0 mg).

Workup

  1. temperaturecooling
  2. concentrationthe mixture was concentrated under reduced pressure
  3. washThe obtained solid was washed with water

Sources & evidence

ORD record
ord-b3697a38c9214e8e95ac273998e9aa8b
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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