Tetrabutylammonium Fluoride → HCID 67501397, compound

HRID 1625242Notes

Reaction equation

HRID 1625242 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-11d1c3d073ca4958800d49adf266354e
Source dataset
uspto-grants-2014_07
Patent number
US08779142B2

Reaction notes

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