Hydrochloric Acid → N-Cyclopropyl-3-fluoro-5-(1H-indazol-5-yl)-4-methylbenzamide

HRID 1988931Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1988931
[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[C:9]([F:30])[C:10]([CH3:29])=[C:11]([C:13]3[CH:14]=[C:15]4[C:19](=[CH:20][CH:21]=3)[N:18](C(OC(C)(C)C)=O)[N:17]=[CH:16]4)[CH:12]=2)=[O:6])[CH2:3][CH2:2]1.Cl>O1CCOCC1>[CH:1]1([NH:4][C:5](=[O:6])[C:7]2[CH:12]=[C:11]([C:13]3[CH:14]=[C:15]4[C:19](=[CH:20][CH:21]=3)[NH:18][N:17]=[CH:16]4)[C:10]([CH3:29])=[C:9]([F:30])[CH:8]=2)[CH2:2][CH2:3]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 59127378HCID 59127378, Verbindung

Produkt 1

HCID 10403067N-Cyclopropyl-3-fluoro-5-(1H-indazol-5-yl)-4-methylbenzamideAusbeute 17,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of 1,1-dimethylethyl 5-{5-[(cyclopropylamino)carbonyl]-3-fluoro-2-methylphenyl}-1H-indazole-1-carboxylate (Example 59) (0.46 g) in a solution of hydrogen chloride in dioxan (4M, 7 ml) was stirred at room temp. under nitrogen for 4.5 h. The solvent was evaporated and the residue was partitioned between dichloromethane (20 ml) and aqueous sodium hydroxide (2M, 20 ml). The organic layer was separated using a hydrophobic filter tube, the solvent was evaporated and the residue was purified on a Varian Bond-Elut SPE cartridge (silica, 10 g) eluting with chloroform:methanol (100:0 to 98:2) to give the title compound (0.06 g).

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe residue was partitioned between dichloromethane (20 ml) and aqueous sodium hydroxide (2M, 20 ml)
  3. customThe organic layer was separated
  4. customthe solvent was evaporated
  5. customthe residue was purified on a Varian Bond-Elut SPE cartridge (silica, 10 g)
  6. washeluting with chloroform:methanol (100:0 to 98:2)

Quellen und Nachweise

ORD-Eintrag
ord-4a4e7dda642744afbed03239ed0464b9
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07642276B2

Notizen zur Reaktion

Wird geladen…