Tetrabutylammonium Fluoride → HCID 44231022, compound

HRID 2196447Notes

Reaction equation

HRID 2196447 reaction equation
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si]([O:26][CH2:27][C:28]1[CH:29]=[C:30]([C:34]2[CH:35]=[CH:36][C:37]3[N:38]([CH:40]=[C:41]([C:43]4[CH:51]=[C:50]5[C:46]([CH:47]=[CH:48][NH:49]5)=[CH:45][CH:44]=4)[N:42]=3)[CH:39]=2)[CH:31]=[CH:32][CH:33]=1)(C(C)(C)C)(C)C>O1CCCC1>[NH:49]1[C:50]2[C:46](=[CH:45][CH:44]=[C:43]([C:41]3[N:42]=[C:37]4[CH:36]=[CH:35][C:34]([C:30]5[CH:29]=[C:28]([CH2:27][OH:26])[CH:33]=[CH:32][CH:31]=5)=[CH:39][N:38]4[CH:40]=3)[CH:51]=2)[CH:47]=[CH:48]1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 68641179HCID 68641179, compound

Product 1

HCID 44231022HCID 44231022, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

210 mg of tetrabutylammonium fluoride are introduced into a round-bottomed flask containing 180 mg of 6-[3-[(tert-butyldimethylsilanyloxy)methyl]phenyl]-2-(1H-indol-6-yl)imidazo[1,2-a]pyridine in 4 ml of tetrahydrofuran. The reaction mixture is stirred at ambient temperature for 48 h and is concentrated under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a dichloromethane/methanol mixture. 117 mg of compound are obtained.

Workup

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

Sources & evidence

ORD record
ord-02017503591d479aa0c924c985b9868c
Source dataset
uspto-grants-2012_12
Patent number
US08338451B2

Reaction notes

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