Tetrahydrofuran → HCID 86611712, compound

HRID 2239820Notes

Reaction equation

HRID 2239820 reaction equation
[H-].[Na+].[F:3][C:4]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:5]=1[NH2:6].C1COCC1.Br[C:18]1[C:19]2[N:20]([CH:25]=[CH:26][N:27]=2)[N:21]=[C:22]([Cl:24])[CH:23]=1>CN(C=O)C>[Cl:24][C:22]1[CH:23]=[C:18]([NH:6][C:5]2[C:4]([F:3])=[CH:10][CH:9]=[CH:8][C:7]=2[F:11])[C:19]2[N:20]([CH:25]=[CH:26][N:27]=2)[N:21]=1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 796472,6-DifluoroanilineHCID 468352698-Bromo-6-chloroimidazo(1,2-b)pyridazine

Product 1

HCID 86611712HCID 86611712, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

To 60% NaH (22.5 mg, 0.563 mmol) in DMF (400 μl) was added 2,6-difluoroaniline (24 mg, 0.186 mmol). After stirring at RT for 5 minutes THF (1000 μl) was added followed by 8-bromo-6-chloroimidazo[1,2-b]pyridazine (50 mg, 0.186 mmol, prepared as described in Example 1, step (1b). The reaction was heated at 50° C. for 3 hours. The reaction was quenched with a few drops of water and methanol. The solution was then concentrated in vacuo to give crude 6-chloro-N-(2,6-difluorophenyl)imidazo[1,2-b]pyridazin-8-amine.

Workup

  1. additionwas added
  2. customprepared
  3. customThe reaction was quenched with a few drops of water and methanol
  4. concentrationThe solution was then concentrated in vacuo

Sources & evidence

ORD record
ord-a3a813fd9a5a4a15bf5d04ba5307dceb
Source dataset
uspto-grants-2010_05
Patent number
US07723336B2

Reaction notes

Loading…