1-Butanaminium, N,N,N-tributyl-, fluoride, hydrate → HCID 86629810, compound

HRID 1717354Notes

Reaction equation

HRID 1717354 reaction equation
[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([NH:20][CH2:21][CH3:22])=[O:19])=[CH:14][C:13]=3[O:23][CH2:24][CH2:25][O:26][CH2:27][CH2:28]Br)[CH:11]=2)=[O:6])[CH2:3][CH2:2]1.O.[F-:31].C([N+](CCCC)(CCCC)CCCC)CCC>C(#N)C>[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([NH:20][CH2:21][CH3:22])=[O:19])=[CH:14][C:13]=3[O:23][CH2:24][CH2:25][O:26][CH2:27][CH2:28][F:31])[CH:11]=2)=[O:6])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 162116731-Butanaminium, N,N,N-tributyl-, fluoride, hydrateHCID 68515322HCID 68515322, compound

Product 1

HCID 86629810HCID 86629810, compoundYield 21%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of N-cyclopropyl-1-{2-[2-(2-bromoethoxy)ethoxy]-4-[(ethylamino)carbonyl]phenyl}-1H-1,2,3-triazole-4-carboxamide (0.23 g) obtained in Example 308a) in acetonitrile (10 ml) was added tetrabutylammonium fluoride monohydrate (0.39 g), and the mixture was stirred at 80° C. overnight. The reaction mixture was allowed to cool to room temperature, and the solvent, was evaporated under reduced pressure. The residue was purified by preparative HPLC (acetonitrile-water) and recrystallized from acetonitrile-water to give the title compound as a white powder (0.04 g, 21%).

Workup

  1. temperatureto cool to room temperature
  2. customthe solvent, was evaporated under reduced pressure
  3. customThe residue was purified by preparative HPLC (acetonitrile-water)
  4. customrecrystallized from acetonitrile-water

Sources & evidence

ORD record
ord-b2518b9342314d4ab963e727e7c9defd
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

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