Tetrabutylammonium Fluoride → HCID 58522792, compound

HRID 572147Notes

Reaction equation

HRID 572147 reaction equation
[N:1]1([C:8]([C:10]2[CH:18]=[C:17]3[C:13]([C:14]([C:28]4[N:32]5[CH:33]=[C:34]([F:37])[CH:35]=[CH:36][C:31]5=[N:30][CH:29]=4)=[CH:15][N:16]3S(C3C=CC=CC=3)(=O)=O)=[CH:12][CH:11]=2)=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[N:1]1([C:8]([C:10]2[CH:18]=[C:17]3[C:13]([C:14]([C:28]4[N:32]5[CH:33]=[C:34]([F:37])[CH:35]=[CH:36][C:31]5=[N:30][CH:29]=4)=[CH:15][NH:16]3)=[CH:12][CH:11]=2)=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 58522750HCID 58522750, compound

Product 1

HCID 58522792HCID 58522792, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of example 133 (25 mg) in anhydrous THF (1 mL), a 1M solution of TBAF in THF (100 μL, 2.0 equiv.) was added. The reaction mixture was heated at reflux for 1 Hr, then was concentrated under reduced pressure.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 1 Hr
  3. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-bc76965f1f1e4a5783ec775262cc6dfc
Source dataset
uspto-grants-2015_05
Patent number
US09029393B2

Reaction notes

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