Tetrahydrofuran → HCID 59728133, compound

HRID 2043340Notes

Reaction equation

HRID 2043340 reaction equation
[N:1]1[CH:5]=[C:4]([CH2:6][NH:7][CH:8]([CH3:10])[CH3:9])[NH:3][CH:2]=1.[F-].[CH2:12]([N+](CCCC)(CCCC)CCCC)[CH2:13][CH2:14]C.[O:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1>>[N:1]1[CH:5]=[C:4]([CH2:6][N:7]([CH:13]([CH3:14])[CH3:12])[C:8]2[CH:10]=[C:31]([CH2:30][OH:29])[CH:32]=[CH:33][CH:9]=2)[NH:3][CH:2]=1

Participants

4

Reactant 3

HCID 8028Tetrahydrofuran2×HCID 2724141Tetrabutylammonium FluorideHCID 57732580HCID 57732580, compound

Product 1

HCID 59728133HCID 59728133, compound

Procedure

[3-tert-Butyl-dimethyl-silanyloxymethyl]phenyl]-(3H-imidazol-4-ylmethyl)-isopropyl-amine (0.724 g, 2 mmol) was dissolved in tetrahydrofuran (20 ml) and tetrabutylammonium fluoride solution (4 ml, 1M) in tetrahydrofuran was added. After stirring the mixture at room temperature overnight the solvent was evaporated and the residue was purified by flash chromatography (SiO2, eluent: ethyl acetate) to yield a colourless gum, (0.252 g, 51%); MS (ISP): 246.4 ((M+H)+.).

Workup

  1. customwas evaporated
  2. customthe residue was purified by flash chromatography (SiO2, eluent: ethyl acetate)
  3. customto yield a colourless gum, (0.252 g, 51%)

Sources & evidence

ORD record
ord-e4dabe1fa8894ab8a0c115f2d9fbb7d9
Source dataset
uspto-grants-2013_11
Patent number
US08586617B2

Reaction notes

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