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

HRID 1527848Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1527848
[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-34633c2a02b44323973fdde89032f83d
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09090561B2

Notizen zur Reaktion

Wird geladen…