Hydrochloric Acid → 2-(5-Iodo-1H-indazol-1-yl)-1-methoxyethanol

HRID 2387507

Reaktionsgleichung

Reaktionsgleichung von HRID 2387507
[CH3:1][O:2][CH:3]([O:15]C)[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][C:10]([I:14])=[CH:11][CH:12]=2)[CH:7]=[N:6]1.Cl>C1COCC1.O>[I:14][C:10]1[CH:9]=[C:8]2[C:13](=[CH:12][CH:11]=1)[N:5]([CH2:4][CH:3]([O:2][CH3:1])[OH:15])[N:6]=[CH:7]2

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 576255361-(2,2-Dimethoxyethyl)-5-iodo-1H-indazole

Produkt 1

HCID 592934042-(5-Iodo-1H-indazol-1-yl)-1-methoxyethanolAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution of 1-(2,2-dimethoxyethyl)-5-iodo-1H-indazole (920 mg, 2.77 mmol) in THF (20 mL) at 40° C. was added 2M HCl (20 mL). The solution was heated at 70° C. for 18 h. The reaction mixture was cooled and diluted with H2O (60 mL). The aqueous mixture was extracted with EtOAc (3×50 mL), dried over Na2SO4 and concentrated to yield the title compound (737 mg, 88%) as a light brown solid: ESI MS m/z 318 [M+H]+.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. extractionThe aqueous mixture was extracted with EtOAc (3×50 mL)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-5a16930a0a4f481c9629c13dffac5765
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08268868B2

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