Bromine → Methyl 2-amino-5-bromonicotinate

HRID 18254

반응식

HRID 18254 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 2763453Methyl 2-amino-5-bromonicotinate수율 98.2%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-6b785971e87942358a742a706360fd1c
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741339B2

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