Tetrabutylammonium Fluoride → HCID 67501397, compound

HRID 921556Notes

Reaction equation

HRID 921556 reaction equation
[CH3:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][C:9]=2[N:11]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:13]=[CH:12]2)[N:4](COCC[Si](C)(C)C)[CH:3]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[CH3:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][C:9]=2[N:11]2[CH:15]=[C:14]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:13]=[CH:12]2)[NH:4][CH:3]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 67502608HCID 67502608, compound

Product 1

HCID 67501397HCID 67501397, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Compound (97b) (0.272 g) was dissolved in THF (2.3 mL), and tetrabutylammonium floride (2.0 mL, a 1.0 M solution in THF) was added to the resulting solution, followed by reflux for 24 hr. The reaction solution was concentrated and was then purified by basic silica gel column chromatography (hexane/ethyl acetate) to obtain compound (97c) (0.140 g, 76%) as a white solid.

Workup

  1. temperatureby reflux for 24 hr
  2. concentrationThe reaction solution was concentrated
  3. customwas then purified by basic silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-1ea5a5ddc85a44e4993a4f9e583090f8
Source dataset
uspto-grants-2016_03
Patent number
US09273045B2

Reaction notes

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