2-Chloro-5-nitro-N-(1H-pyrrolo[2,3-b]pyridin-5-yl)-benzamide → HCID 67008363, compound

HRID 563999Notes

Reaction equation

HRID 563999 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[C:9]2[CH:15]=[CH:14][NH:13][C:10]2=[N:11][CH:12]=1)=[O:5]>C1COCC1.[Pt]>[NH2:20][C:17]1[CH:18]=[CH:19][C:2]([Cl:1])=[C:3]([CH:16]=1)[C:4]([NH:6][C:7]1[CH:8]=[C:9]2[CH:15]=[CH:14][NH:13][C:10]2=[N:11][CH:12]=1)=[O:5]

Participants

4

Reactant 1

HCID 670082132-Chloro-5-nitro-N-(1H-pyrrolo[2,3-b]pyridin-5-yl)-benzamide

Product 1

HCID 67008363HCID 67008363, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

3.85 g 2-Chloro-5-nitro-N-(1H-pyrrolo[2,3-b]pyridin-5-yl)-benzamide in 600 ml THF were hydrogenated over 2.5 g platinum on carbon at atmospheric pressure over night at RT. The catalyst was removed by filtration and the filtrate evaporated. The residue was purified by chromatography on silica eluting first with ethyl acetate and finally ethyl acetate/methanol mixtures.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate evaporated
  3. customThe residue was purified by chromatography on silica eluting first with ethyl acetate and finally ethyl acetate/methanol mixtures

Sources & evidence

ORD record
ord-d84155c130044411b5548d9df9afe9f9
Source dataset
uspto-grants-2011_11
Patent number
US08067599B2

Reaction notes

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