Sodium Hydroxide → HCID 135424634, compound

HRID 269501Notes

Reaction equation

HRID 269501 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][C:10]([C:13]1[C:21]2[C:16](=[N:17][CH:18]=[CH:19][CH:20]=2)[NH:15][CH:14]=1)=[N:11][NH2:12].[N:22]([O-])=O.[Na+].[OH-].[Na+]>Cl.O>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[C:10]([C:13]2[C:21]3[C:16](=[N:17][CH:18]=[CH:19][CH:20]=3)[NH:15][CH:14]=2)=[N:11][N:12]=[N:22]1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 23668193Sodium NitriteHCID 178514390HCID 178514390, compound

Product 1

HCID 135424634HCID 135424634, compoundYield 57.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

N-(2,3-Difluoro-phenyl)-N′-amino-1H-pyrrolo[2,3-b]pyridine-3-carboxamidine (prepared by using procedures described in Method G) (20 mg, 0.07 mmol) was dissolved in 2N HCl (2 mL)). A solution of NaNO2 (6 mg) in water (1 mL) was added at 0° C. The mixture was stirred at 0° C. for 30 min and neutralized with 6N NaOH. The precipitate was collected by filtration and the crude product was purified by HPLC to afford a white solid (12 mg, 0.04 mmol).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. customthe crude product was purified by HPLC

Sources & evidence

ORD record
ord-fb0894533d0448619f577ee86c431d32
Source dataset
uspto-grants-2008_11
Patent number
US07446199B2

Reaction notes

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