Reaktion #168220

Reaktionsgleichung

dioxane

HCl

tert-butyl 3-(4-cyano-3-fluoro-5-(4-phenoxyphenyl)pyridin-2-yl)benzylcarbamate

→

2-(3-(aminomethyl)phenyl)-3-fluoro-5-(4-phenoxyphenyl)isonicotinonitrile

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe mixture was concentrated

Vorschrift

A 1 M dioxane solution of HCl (3 mL, 3.00 mmol) was added to a solution of tert-butyl 3-(4-cyano-3-fluoro-5-(4-phenoxyphenyl)pyridin-2-yl)benzylcarbamate (54.6 mg, 0.110 mmol) in dichloromethane (3 mL). After 3 h at room temperature, the mixture was concentrated and pumped under vacuum to give 2-(3-(aminomethyl)phenyl)-3-fluoro-5-(4-phenoxyphenyl)isonicotinonitrile as brown solid, assumed as bis-HCl salt (48 mg, 93% yield). 1H NMR (500 MHz, methanol-d4) δ ppm 8.80 (1H, s), 8.16 (1H, s), 8.08 (1H, br. s), 7.72 (2H, δ, J=8.25 Hz), 7.65 (2H, δ, J=3.85 Hz), 7.42 (2H, t, J=7.70 Hz), 7.20 (1H, t, J=7.29 Hz), 7.16 (2H, δ, J=7.97 Hz), 7.10 (2H, δ, J=7.97 Hz), 4.25 (2H, s); MS (ES+) m/z: 396 (M+H); LC retention time: 3.768 min (analytical HPLC Method A).

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