Tetrabutylammonium Fluoride → HCID 71239652, compound

HRID 1403197Notes

Reaction equation

HRID 1403197 reaction equation
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[CH3:19][N:20]1[CH2:25][CH2:24][N:23]([C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([C:34]#[C:35][Si](C)(C)C)[CH:29]=2)=[O:27])[CH2:22][CH2:21]1>C1COCC1>[C:34]([C:30]1[CH:29]=[C:28]([C:26]([N:23]2[CH2:22][CH2:21][N:20]([CH3:19])[CH2:25][CH2:24]2)=[O:27])[CH:33]=[CH:32][CH:31]=1)#[CH:35]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 71239905HCID 71239905, compound

Product 1

HCID 71239652HCID 71239652, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1M TBAF in THF (0.30 mL, 0.30 mmol) was added to a solution of (4-methylpiperazin-1-yl){3-[(trimethylsilyl)ethynyl]phenyl}methanone (90 mg, 0.30 mmol) in dry THF (1.5 mL) and the mixture was stirred at room temperature for 2 h. The solvent was evaporated and the residue taken up with EtOAc (3 mL), washed with brine, dried over sodium sulfate and evaporated to afford the title compound (53 mg, 78%).

Workup

  1. customThe solvent was evaporated
  2. washwashed with brine
  3. dry with materialdried over sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-f59832d7e00b48d7a8943c24596e471c
Source dataset
uspto-grants-2014_12
Patent number
US08912200B2

Reaction notes

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