2-Bromopropanedial → 3-(5-Bromo-2-pyrimidinyl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

HRID 8572

Reaktionsgleichung

Reaktionsgleichung von HRID 8572
[Br:1][CH:2]([CH:5]=O)[CH:3]=O.[F:7][C:8]1[CH:26]=[CH:25][CH:24]=[CH:23][C:9]=1[CH2:10][N:11]1[C:15]2=[N:16][CH:17]=[CH:18][CH:19]=[C:14]2[C:13]([C:20](=[NH:22])[NH2:21])=[N:12]1>C(O)(=O)C>[Br:1][C:2]1[CH:5]=[N:21][C:20]([C:13]2[C:14]3[C:15](=[N:16][CH:17]=[CH:18][CH:19]=3)[N:11]([CH2:10][C:9]3[CH:23]=[CH:24][CH:25]=[CH:26][C:8]=3[F:7])[N:12]=2)=[N:22][CH:3]=1

Komponenten

4

Edukt 2

HCID 749452-BromopropanedialHCID 114039861-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide

Produkt 1

HCID 115890733-(5-Bromo-2-pyrimidinyl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

10.09 g (66.84 mmol) of 2-bromomalonaldehyde are added to a solution of 15.00 g (55.70 mmol) of 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide (example I, step 5) in 200 ml of glacial acetic acid and stirring at 100° C. for 2 hours. The solvent is removed in vacuo. The residue is purified by chromatography on silica gel (eluent: DCM/methanol 40:1 to 30:1). 9.51 g (44% of theory) of the product are obtained.

Aufarbeitung

  1. customThe solvent is removed in vacuo
  2. customThe residue is purified by chromatography on silica gel (eluent: DCM/methanol 40:1 to 30:1)
  3. custom9.51 g (44% of theory) of the product are obtained

Quellen und Nachweise

ORD-Eintrag
ord-25e6eef647224e5c809a178690dcb286
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091198B1

Verknüpfte Notizen

Wird geladen…