Reaktion #76647

ord-85b4343d051f4722b9e36dfdc0357a60

Reaktionsgleichung

N#Cc1ccc(Br)cc1F
4-Bromo-2-fluorobenzonitrile
[Na+].[OH-]
sodium hydroxide
C=CCNC(=O)OCc1ccccc1
(phenylmethoxy)-N-prop-2-enylcarboxamide
N#Cc1ccc(CCCNC(=O)OCc2ccccc2)cc1F
N-[3-(4-cyano-3-fluorophenyl)propyl](phenylmethoxy)carboxamide

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Scheme IIIb, step A: 4-Bromo-2-fluorobenzonitrile (3 g, 15 mmol), (phenylmethoxy)-N-prop-2-enylcarboxamide (3.44 g, 18 mmol), 9-BBN dimer (2.93 g, 12 mmol), [1,1′bis(diphenylphosphino)ferrocene] dichloropalladium (II), PdCl2(dppf) (0.61 g, 0.75 mmol), 3N sodium hydroxide (10 mL), and pH=7 buffer: hydrogen peroxide (2:1, 20 mL) are combined in a manner analogous to the procedure described in example 6 to provide the intermediate title compound, N-[3-(4-cyano-3-fluorophenyl)propyl](phenylmethoxy)carboxamide, (4.18, 89%). Electron spray M.S. 313 (M*+H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06703425B2uspto-grants-2004_03