Hydrochloric Acid → HCID 117988608, compound

HRID 2206069Notes

Reaction equation

HRID 2206069 reaction equation
[C:1]([C:3]1[C:4]2[C:12]([CH:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[N:11][N:10]([C:18]3[CH:19]=[C:20]([C:23]([O:25]C)=[O:24])[S:21][CH:22]=3)[C:5]=2[C:6](=[O:9])[NH:7][CH:8]=1)#[N:2].C1COCC1.[OH-].[Na+].Cl>O.CO>[C:1]([C:3]1[C:4]2[C:12]([CH:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[N:11][N:10]([C:18]3[CH:19]=[C:20]([C:23]([OH:25])=[O:24])[S:21][CH:22]=3)[C:5]=2[C:6](=[O:9])[NH:7][CH:8]=1)#[N:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 117987736HCID 117987736, compound

Product 1

HCID 117988608HCID 117988608, compoundYield 98.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 4-(4-cyano-3-cyclopentyl-7-oxo-6,7-dihydro-1H-pyrazolo[3,4-c]pyridin-1-yl)thiophene-2-carboxylate (18 mg) in a mixed solvent of THF (1 mL), methanol (1 mL) and water (1 mL) was added 1N aqueous sodium hydroxide solution (0.195 mL), and the mixture was stirred at room temperature for 15 hr. To the reaction mixture was added 1N hydrochloric acid (0.195 mL), and the reaction mixture was concentrated under reduced pressure. To the residue was added water, and the resulting solid was washed with water and hexane to give the title compound (17 mg).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionTo the residue was added water
  3. washthe resulting solid was washed with water and hexane

Sources & evidence

ORD record
ord-e8de3bcbb74b403ebcb49df18c628fa7
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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