Nitric Acid → 3-Nitro-1H-pyrrolo[2,3-b]pyridine

HRID 2261613Notes

Reaction equation

HRID 2261613 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[CH:2]1.[N+:10]([O-])([OH:12])=[O:11].C(=O)(O)[O-].[Na+]>O>[N+:10]([C:3]1[C:4]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[NH:1][CH:2]=1)([O-:12])=[O:11]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 92221H-Pyrrolo(2,3-b)pyridineHCID 516892Sodium Bicarbonate

Product 1

HCID 132958963-Nitro-1H-pyrrolo[2,3-b]pyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

3-nitro-7-azaindole 504 is prepared by adding 7-azaindole 1 to fuming nitric acid while cooling (e.g. 0° C.). After stirring for one to several hours, water is carefully added and the mixture neutralized with saturated sodium bicarbonate. The solids are collected by filtration and dried to provide 3-nitro-7-azaindole 504.

Workup

  1. custom3-nitro-7-azaindole 504 is prepared
  2. additionis carefully added
  3. filtrationThe solids are collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-1027350a444c46258b8064a316302465
Source dataset
uspto-grants-2010_12
Patent number
US07846941B2

Reaction notes

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