Trifluoroacetic acid → 3-(Imidazo[1,2-b]pyridazin-2-yl)aniline

HRID 251826Notes

Reaction equation

HRID 251826 reaction equation
[N:1]1[C:2]([C:10]2[CH:11]=[C:12]([NH:16]C(=O)OC(C)(C)C)[CH:13]=[CH:14][CH:15]=2)=[CH:3][N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[N:5]2.C(O)(C(F)(F)F)=O.[OH-].[Na+]>C(Cl)Cl>[N:1]1[C:2]([C:10]2[CH:11]=[C:12]([CH:13]=[CH:14][CH:15]=2)[NH2:16])=[CH:3][N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[N:5]2

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 57686824Tert-butyl 3-(imidazo[1,2-b]pyridazin-2-yl)phenylcarbamate

Product 1

HCID 576868083-(Imidazo[1,2-b]pyridazin-2-yl)anilineYield 75%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 3-(imidazo[1,2-b]pyridazin-2-yl)phenylcarbamate (1 mmol) and TFA (4 mmol) in CH2Cl2 (10 ml) was stirred at 35° C. overnight. Then 1 M NaOH (4 ml) was added, and the mixture was extracted with EtOAc. The organic layer was concentrated to give 3-(imidazo[1,2-b]pyridazin-2-yl)aniline with a yield of 75%.

Workup

  1. extractionthe mixture was extracted with EtOAc
  2. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-f5f1de3f0c1449049edd3620f70e0fb9
Source dataset
uspto-grants-2011_01
Patent number
US07868001B2

Reaction notes

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