Tetrabutylammonium Fluoride → HCID 44230600, compound

HRID 2196444Notes

Reaction equation

HRID 2196444 reaction equation
[Si]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[CH:17]=[CH:18][C:19]2[N:20]([CH:22]=[C:23]([C:25]3[CH:29]=[CH:28][O:27][CH:26]=3)[N:24]=2)[CH:21]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[O:27]1[CH:28]=[CH:29][C:25]([C:23]2[N:24]=[C:19]3[CH:18]=[CH:17][C:16]([C:11]4[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=4[CH2:9][OH:8])=[CH:21][N:20]3[CH:22]=2)=[CH:26]1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 68639392HCID 68639392, compound

Product 1

HCID 44230600HCID 44230600, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

250 mg of 6-[2-[(tert-butyldimethylsilanyloxy)methyl]phenyl]-2-(furan-3-yl)imidazo[1,2-a]pyridine in 6 ml of tetrahydrofuran are placed in a round-bottomed flask, and 320 mg of tetrabutylammonium fluoride are added thereto. The reaction mixture is stirred at ambient temperature for 48 h and concentrated under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a dichloromethane/methanol mixture. 156 mg of compound are obtained.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue is purified by silica gel chromatography, elution

Sources & evidence

ORD record
ord-2b968bd394284161b972cb70ce74806f
Source dataset
uspto-grants-2012_12
Patent number
US08338451B2

Reaction notes

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