Methyl4,6-dichloronicotinate → Methyl 6-chloro-4-methoxypyridine-3-carboxylate

HRID 251574

반응식

HRID 251574 반응식
[CH3:1][O:2][C:3](=[O:12])[C:4]1[C:9](Cl)=[CH:8][C:7]([Cl:11])=[N:6][CH:5]=1.[CH3:13][O-:14].[Na+]>C1COCC1>[CH3:1][O:2][C:3](=[O:12])[C:4]1[C:9]([O:14][CH3:13])=[CH:8][C:7]([Cl:11])=[N:6][CH:5]=1

참가 물질

4

반응물 2

HCID 2764083Methyl4,6-dichloronicotinateHCID 10942334Sodium Methoxide

생성물 1

HCID 22498691Methyl 6-chloro-4-methoxypyridine-3-carboxylate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 4,6-dichloro-nicotinic acid methyl ester (6.0 g, 29 mmol), NaOMe (2.0 g, 37 mmol) in THF (60 mL) is stirred overnight at room temperature. The solvent is removed in vacuo. Ice-cold dilute HCl solution is added to the solution. The mixture is neutralized with NaHCO3 and extracted with EtOAc. The extract is washed with water, dried, and concentrated. The residue is triturated with hexane until solid is formed. The solid is collected by filtration to give 6-chloro-4-methoxy-nicotinic acid methyl ester. 1H NMR (CDCl3) 8.72 (s, 1H), 6.91 (s, 1H), 3.97 (s, 3H), 3.90 (s, 3H).

후처리

  1. customThe solvent is removed in vacuo
  2. additionIce-cold dilute HCl solution is added to the solution
  3. extractionextracted with EtOAc
  4. washThe extract is washed with water
  5. customdried
  6. concentrationconcentrated
  7. customThe residue is triturated with hexane until solid
  8. customis formed
  9. filtrationThe solid is collected by filtration

출처 및 근거

ORD 기록
ord-23bf8aeeafff44c2854c66758f793103
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863454B2

연결된 노트

불러오는 중…