Reaktion #46532

Reaktionsgleichung

Bromine

methyl 2-aminonicotinate

→

title compound

Ausbeute 98.2%

Methyl 2-amino-5-bromonicotinate

Ausbeute 98.2%

Lösungsmittel

HOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA suspension formed within 30 min
2. 2
   Einengenwas concentrated under vacuum
3. 3
   SonstigeThe residue was triturated with 1.0 N Na2CO3 (50 mL)
4. 4
   Filtrationthe solid was collected by suction filtration
5. 5
   WaschenThe solid was washed with H2O (50 mL)
6. 6
   Sonstigedried under vacuum

Vorschrift

Bromine (0.7 mL, 14 mmole) was added dropwise to a stirred solution of methyl 2-aminonicotinate (2.0 g, 13 mmole) in HOAc (50 mL). A suspension formed within 30 min. The reaction was allowed to stir at room temperature for 2 h, then was concentrated under vacuum. The residue was triturated with 1.0 N Na2CO3 (50 mL) and the solid was collected by suction filtration. The solid was washed with H2O (50 mL) and dried under vacuum to give the title compound (2.95 g, 98%) as a pale yellow solid: 1H NMR (400 MHz, CDCl3) δ 8.24 (d, J=2.5 Hz, 1 H), 8.23 (d, J=2.5 Hz, 1 H), 6.40 (br s, 2 H), 3.90 (s, 3 H).

Quelle