Sodium Hydroxide → HCID 60205313, compound

HRID 1923712Notes

Reaction equation

HRID 1923712 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]2[NH:9][CH:10]=[C:11]([N+:12]([O-])=O)[C:3]=12.[OH-].[Na+]>Cl>[F:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]2[NH:9][CH:10]=[C:11]([NH2:12])[C:3]=12

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 60205312HCID 60205312, compound

Product 1

HCID 60205313HCID 60205313, compoundYield 81.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

SnCl2 dihydrate (3.68 g, 16.3 mmol) at a temperature of about 0° C. to about 5° C. was added to 4,5-difluoro-3-nitro-1H-pyrrolo[2,3-b]pyridine (0.65 g, 3.26 mmol) in 6M HCl (5 mL). The mixture was stirred at room temperature for 30 minutes. The mixture was neutralized to a pH of about 8 with a 6N NaOH solution. The mixture was extracted with CHCl3:IPA (3×30 mL; 3:1) and dried over sodium sulfate. After removal of the solvent, 4,5-difluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (0.45 g, 2.66 mmol, 81% yield) was isolated as a solid.

Workup

  1. extractionThe mixture was extracted with CHCl3
  2. dry with materialIPA (3×30 mL; 3:1) and dried over sodium sulfate
  3. customAfter removal of the solvent

Sources & evidence

ORD record
ord-b9f40f04e967470ead9d7a32ab380fca
Source dataset
uspto-grants-2012_05
Patent number
US08178131B2

Reaction notes

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