6-chloro-N-(4-nitrophenyl)imidazo[1,2-b]pyridazin-8-amine → HCID 178511634, compound

HRID 2239852Notes

Reaction equation

HRID 2239852 reaction equation
Cl[C:2]1[CH:3]=[C:4]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1.[NH2:21][C@H:22]1[CH2:27][CH2:26][C@H:25]([NH2:28])[CH2:24][CH2:23]1>O>[NH2:21][C@H:22]1[CH2:27][CH2:26][C@H:25]([NH:28][C:2]2[CH:3]=[C:4]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=3)[C:5]3[N:6]([CH:8]=[CH:9][N:10]=3)[N:7]=2)[CH2:24][CH2:23]1

Participants

4

Reactant 2

HCID 866117306-chloro-N-(4-nitrophenyl)imidazo[1,2-b]pyridazin-8-amineHCID 178511674HCID 178511674, compound

Product 1

HCID 178511634HCID 178511634, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 2 dram reaction vial was added crude 6-chloro-N-(4-nitrophenyl)imidazo[1,2-b]pyridazin-8-amine (0.42 g, 1.4 mmol) from 1a and trans-1,4-diaminocyclohexane (1.0 g, 8.0 mmol). The mixture was allowed to melt at 160° C. for 8 hrs. The melt was then cooled, diluted with water and extracted with dichloromethane. The organic layer was concentrated to provide crude N6-((trans)-4-aminocyclohexyl)-N8-(4-nitrophenyl)imidazo[1,2-b]pyridazine-6,8-diamine which was used without further purification.

Workup

  1. customIn a 2 dram reaction
  2. temperatureThe melt was then cooled
  3. extractionextracted with dichloromethane
  4. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-995372ea6b4a41dd958deb000c2d19ea
Source dataset
uspto-grants-2010_05
Patent number
US07723336B2

Reaction notes

Loading…