Bromine → Methyl 2-amino-5-bromonicotinate

HRID 18254

反応式

HRID 18254 の反応式
[Br:1]Br.[NH2:3][C:4]1[N:13]=[CH:12][CH:11]=[CH:10][C:5]=1[C:6]([O:8][CH3:9])=[O:7]>CC(O)=O>[NH2:3][C:4]1[N:13]=[CH:12][C:11]([Br:1])=[CH:10][C:5]=1[C:6]([O:8][CH3:9])=[O:7]

参加物

4

反応物 2

HCID 24408BromineHCID 351633Methyl 2-aminopyridine-3-carboxylate

生成物 1

HCID 2763453Methyl 2-amino-5-bromonicotinate収率 98.2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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).

後処理

  1. customA suspension formed within 30 min
  2. concentrationwas concentrated under vacuum
  3. customThe residue was triturated with 1.0 N Na2CO3 (50 mL)
  4. filtrationthe solid was collected by suction filtration
  5. washThe solid was washed with H2O (50 mL)
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-6b785971e87942358a742a706360fd1c
出典データセット
uspto-grants-2010_06
特許番号
US07741339B2

関連ノート

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