Tetrabutylammonium Fluoride → 3-Ethynyl-5-(pyrrolidin-1-ylmethyl)pyridine

HRID 1255917Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1255917
[N:1]1([CH2:6][C:7]2[CH:8]=[N:9][CH:10]=[C:11]([C:13]#[C:14][Si](C)(C)C)[CH:12]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[C:13]([C:11]1[CH:10]=[N:9][CH:8]=[C:7]([CH2:6][N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:12]=1)#[CH:14]

Komponenten

4

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 212559323-(Pyrrolidin-1-ylmethyl)-5-[(trimethylsilyl)ethynyl]pyridine

Produkt 1

HCID 212559433-Ethynyl-5-(pyrrolidin-1-ylmethyl)pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 3-(pyrrolidin-1-ylmethyl)-5-[(trimethylsilyl)ethynyl]pyridine (0.7 mmol) in 3.5 mL of THF is added 1.05 mL (1.05 mmol) of tetrabutylammonium fluoride (1.0M in THF) at ambient temperature. The solution is stirred for 15 min, concentrated, and the crude product is purified by silica gel flash chromatography (eluted with 50% EtOAc/hexanes) to provide product.

Aufarbeitung

  1. concentrationconcentrated
  2. customthe crude product is purified by silica gel flash chromatography (eluted with 50% EtOAc/hexanes)
  3. customto provide product

Quellen und Nachweise

ORD-Eintrag
ord-3dd759434a5447d091657b7d64db38ac
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08461167B2

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