Hydrochloric Acid → 3-(1H-pyrazol-4-yl)-pyridin-2-ylamine

HRID 77865

Reaktionsgleichung

Reaktionsgleichung von HRID 77865
C([N:20]1[CH:24]=[C:23]([C:25]2[C:26]([NH2:31])=[N:27][CH:28]=[CH:29][CH:30]=2)[CH:22]=[N:21]1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.Cl.CO>O1CCCC1>[NH:20]1[CH:24]=[C:23]([C:25]2[C:26]([NH2:31])=[N:27][CH:28]=[CH:29][CH:30]=2)[CH:22]=[N:21]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 592552153-(1-Trityl-1H-pyrazol-4-yl)-pyridin-2-ylamine

Produkt 1

HCID 592552903-(1H-pyrazol-4-yl)-pyridin-2-ylamineAusbeute 68,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

3-(1-Trityl-1H-pyrazol-4-yl)-pyridin-2-ylamine (2.3 g, 5.71 mmol) described in Manufacturing Example 32-1-3, 2 N hydrochloric acid (15 mL), methanol (15 mL) and tetrahydrofuran (10 mL) were stirred for 30 minutes at 70° C. The reaction solution was allowed to room temperature, and partitioned into water and ethyl acetate. Saturated sodium bicarbonate solution was added to the separated aqueous layer, which was then extracted with ethyl acetate 6 times. The ethyl acetate layers were combined and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate, then ethyl acetate: methanol=10:1) to obtain the title compound (625 mg, 68.3%).

Aufarbeitung

  1. customwas allowed to room temperature
  2. custompartitioned into water and ethyl acetate
  3. additionSaturated sodium bicarbonate solution was added to the separated aqueous layer, which
  4. extractionwas then extracted with ethyl acetate 6 times
  5. customthe solvent was evaporated under a reduced pressure
  6. customThe residue was purified by silica gel chromatography (ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-81d052e35a594accba6a56cbed8a6d02
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841327B2

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