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Tetrahydrofuran → (6-Aminopyridin-3-yl)methanol

HRID 861980
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 861980
P(C[C:6]1[N:11]2C=C(C(O)=O)[N:14]=[C:10]2[CH:9]=[CH:8][CH:7]=1)(O)(O)=O.[O:18]1CCC[CH2:19]1>>[NH2:14][C:10]1[N:11]=[CH:6][C:7]([CH2:19][OH:18])=[CH:8][CH:9]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 2

HCID 8028TetrahydrofuranHCID 197011185-(Phosphonomethyl)imidazo[1,2-a]pyridine-2-carboxylic acid

Produkt 1

HCID 2794829(6-Aminopyridin-3-yl)methanolAusbeute 99 %

Versuchsvorschrift

A 250 mL 3-neck flask equipped with an addition funnel, an argon (Ar) inlet and a stopper was flame dried and cooled to room temperature. Dry tetrahydrofuran (THF, 30 mL) was added to the flask, followed by 1M. lithium aluminum hydride (LAH) in Et2O (16 mL). After cooling the solution to 0° C. with a wet ice/water bath, the product from Example 8 (0.92 g, 6 mmol) suspended in THF (100 mL) was added dropwise. The reaction was allowed to warm to room temperature and stir for 3 h. The reaction was quenched with H2O, the salts filtered off and the filtrate stripped to give 0.591 g (99%) of title material.

Aufarbeitung

  1. customA 250 mL 3-neck flask equipped with an addition funnel, an argon (Ar) inlet
  • temperaturea stopper was flame
  • customdried
  • additionDry tetrahydrofuran (THF, 30 mL) was added to the flask
  • temperatureAfter cooling the solution to 0° C. with a wet ice/water bath
  • additionwas added dropwise
  • temperatureto warm to room temperature
  • customThe reaction was quenched with H2O
  • filtrationthe salts filtered off
  • Quellen und Nachweise

    ORD-Eintrag
    ord-ca38f39571054032a43dce3d17c5611b
    Quelldatensatz
    uspto-grants-1998_02
    DOI
    10.6084/m9.figshare.5104873.v1
    Patentnummer
    US05716964

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