Isobutyryl chloride → N-[2-[1-(4-fluorophenyl)indazol-5-yl]oxy-2-phenyl-acetyl]-2-methyl-propanamide

HRID 1098929Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1098929
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][CH:18]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)[C:19]([NH2:21])=[O:20])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.CC([O-])(C)C.[K+].[CH3:34][CH:35]([CH3:39])[C:36](Cl)=[O:37]>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][CH:18]([C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=4)[C:19]([NH:21][C:36](=[O:37])[CH:35]([CH3:39])[CH3:34])=[O:20])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 62325Isobutyryl chlorideHCID 23665647Potassium tert-butoxideHCID 593397222-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)-2-phenylacetamide

Produkt 1

HCID 59339718N-[2-[1-(4-fluorophenyl)indazol-5-yl]oxy-2-phenyl-acetyl]-2-methyl-propanamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A stirred solution of 2-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)-2-phenylacetamide (137b, 20 mg, 60 μmol) in THF (2 ml) was cooled to 0° C., and potassium 2-methylpropan-2-olate (18.6 mg, 170 μmol) was added. The mixture was stirred at 0° C. for 10 min, and a solution of 2-methylpropanoyl chloride (30 mg, 280 μmol) in THF (0.5 ml) was added. Stirring was continued for 30 min at 0° C. Then the sample was concentrated in vacuo and purified by semi-prep. HPLC go give white solid material, 14 mg (59%).

Aufarbeitung

  1. stirringStirring
  2. waitwas continued for 30 min at 0° C
  3. concentrationThen the sample was concentrated in vacuo
  4. custompurified by semi-prep
  5. customHPLC go give white solid material, 14 mg (59%)

Quellen und Nachweise

ORD-Eintrag
ord-2822766bc7114e61a7b8a5737fed49c0
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143290B2

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