Ammonia → 1H-pyrrolo[2,3-c]pyridin-7-amine

HRID 863440

Reaction equation

HRID 863440 reaction equation
Br[C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[CH:10]=[CH:9][NH:8][C:7]=12.BrC1C([N+]([O-])=O)=CC=C[N:13]=1.N>[Cu]>[NH2:13][C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[CH:10]=[CH:9][NH:8][C:7]=12

Participants

5

Reactant 3

HCID 222AmmoniaHCID 5550542-Bromo-3-nitropyridineHCID 196964567-Bromo-6-azaindole

Product 1

HCID 190801861H-pyrrolo[2,3-c]pyridin-7-amine

Reagents, catalysts & solvents 1

HCID 23978CopperCatalyst

Procedure

7-Bromo-1H-pyrrolo[2,3-c]pyridine (600 mg, 3.05 mmol) prepared from 2-bromo-3-nitropyridine in a similar manner to that of Preparative Example 1, powdery copper (194 mg) and cuprous chloride (603 mg) were added to 84 ml of a concentrated aqueous solution of ammonia. The obtained mixture was kept at 120° C. by heating in a sealed tube for 15 hours and treated to give 170 mg of 7-amino-1H-pyrrolo[2,3-c]pyridine. This product was reacted and treated in a similar manner to that of Examples 1 and 2 to give 57 mg of the title compound.

Workup

  1. customwas kept at 120° C.
  2. temperatureby heating in a sealed tube for 15 hours
  3. additiontreated

Sources & evidence

ORD record
ord-663af951b03e48f5a9311c4b1ec13f4b
Source dataset
uspto-grants-1998_02
Patent number
US05721246

Linked notes

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