Reaktion #88348

Reaktionsgleichung

methyl 4-fluoro-3-nitrobenzoate

(R)-tert-butyl 3-aminopiperidine-1-carboxylate

→

(R)-tert-butyl 3-((4-(methoxycarbonyl)-2-nitrophenyl)amino)piperidine-1-carboxylate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstige(reaction completion monitored by TLC)
2. 2
   TemperaturThe mixture was cooled to room temperature
3. 3
   Sonstigethe resulting solid was collected
4. 4
   Waschenwashed with n-hexanes

Vorschrift

A mixture of methyl 4-fluoro-3-nitrobenzoate (1.00 g, 5.02 mmol) and (R)-tert-butyl 3-aminopiperidine-1-carboxylate (1.00 g, 5.02 mmol) were heated to 130° C. for 3 h (reaction completion monitored by TLC). The mixture was cooled to room temperature, the resulting solid was collected and washed with n-hexanes to afford (R)-tert-butyl 3-((4-(methoxycarbonyl)-2-nitrophenyl)amino)piperidine-1-carboxylate (I-21a) as a red solid. 1H-NMR (400 MHz, CDCl3): ∂ 8.89 (s, 1H), 8.40 (d, J=7.2 Hz, 1H), 8.06 (dd, J=2 and 6.8 Hz, 1H), 6.97 (d, J=8.8 Hz, 1H), 4.75 (d, J=13.6 Hz, 2H), 3.97-3.90 (m, 4H), 3.69-3.63 (m, 2H), 3.24-3.01 (m, 2H), 2.10-2.06 (m, 1H), 1.84-1.73 (m, 2H), 1.46 (s, 9H); MS calculated for C18H24N3O6 (M−H−) 378.17. found 378.4.

Quelle