Reaktion #649088

Reaktionsgleichung

4-Amino-1-methylpiperidine dihydrochloride

4-Amino-3-methyl-5-nitro-phthalic acid 2-methyl ester

EDCI.HCl

HOBt

→

5-Amino-4-methyl-2-(1-methyl-piperidin-4-yl)-6-nitro-isoindole-1,3-dione

Ausbeute 104.3%

Lösungsmittel

Et3N

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe resulting mixture was stirred at room temperature for 24 h
2. 2
   SonstigeThe reaction mixture was evaporated in vacuo
3. 3
   workup.DISSOLUTIONthe residue was dissolved in CHCl3 (200 mL)
4. 4
   Waschenwashed with water (2×100 mL)
5. 5
   FiltrationThe organic layer was filtered over Na2SO4
6. 6
   Einengenconcentrated in vacuo

Vorschrift

To a solution of 4-Amino-3-methyl-5-nitro-phthalic acid 2-methyl ester (1.3 g, 5.12 mmol), EDCI.HCl (1.07 g, 5.63 mmol) and HOBt (0.69 g, 5.12 mmol) was added Et3N (3.64 mL, 25.6 mL) and stirred at room temperature for 10 min. 4-Amino-1-methylpiperidine dihydrochloride (1.04 g, 5.63 mmol) was added and the resulting mixture was stirred at room temperature for 24 h. The reaction mixture was evaporated in vacuo, the residue was dissolved in CHCl3 (200 mL), washed with water (2×100 mL). The organic layer was filtered over Na2SO4 and concentrated in vacuo to afford 5-Amino-4-methyl-2-(1-methyl-piperidin-4-yl)-6-nitro-isoindole-1,3-dione (1.7 g, quant), which was used as such for further reaction.

Quelle