1-Butanaminium, N,N,N-tributyl-, fluoride, hydrate → HCID 74015320, compound

HRID 1946438Notes

Reaction equation

HRID 1946438 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][C:7]([C:10]#[C:11][Si](C)(C)C)=[N:6][N:5]2[C:16]=1[S:17]([N:20]=[CH:21][N:22]([CH2:27][CH:28]([CH3:30])[CH3:29])[CH2:23][CH:24]([CH3:26])[CH3:25])(=[O:19])=[O:18].O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1.O>[Cl:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][C:7]([C:10]#[CH:11])=[N:6][N:5]2[C:16]=1[S:17]([N:20]=[CH:21][N:22]([CH2:27][CH:28]([CH3:30])[CH3:29])[CH2:23][CH:24]([CH3:25])[CH3:26])(=[O:18])=[O:19]

Participants

4

Reactant 2

HCID 162116731-Butanaminium, N,N,N-tributyl-, fluoride, hydrateHCID 68607412HCID 68607412, compound

Product 1

HCID 74015320HCID 74015320, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

N′-(2-Chloro-6-(trimethylsilylethynyl)imidazo[1,2-b]pyridazin-3-ylsulfonyl)-N,N-diisobutylformamidine (2.31 g, 4.63 mmol) was dissolved in a mixed solvent of tetrahydrofuran-water (10:1), and tetrabutylammonium fluoride hydrate (1.50 g, 5.04 mmol) was added to the solution with stirring under ice-cooling. After the mixture was stirred for 20 minutes under ice-cooling, the tetrahydrofuran was distilled away under reduced pressure, and the residues were dissolved in ethyl acetate. The ethyl acetate solution was washed twice with water, dehydrated over anhydrous magnesium sulfate, concentrated to dryness under reduced pressure to give the title compound as pale yellow crystals. The yield was 1.96 g (100%).

Workup

  1. additionwas added to the solution
  2. temperaturecooling
  3. stirringAfter the mixture was stirred for 20 minutes under ice-
  4. temperaturecooling
  5. distillationthe tetrahydrofuran was distilled away under reduced pressure
  6. dissolutionthe residues were dissolved in ethyl acetate
  7. washThe ethyl acetate solution was washed twice with water
  8. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-174dbdf425ff4c03a66ee26b9cca0051
Source dataset
uspto-grants-2013_03
Patent number
US08399381B2

Reaction notes

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