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

HRID 576894

반응식

HRID 576894 반응식
[CH3:1][O-:2].[Na+].Cl[C:5]1[C:10]([C:11]([O:13][CH3:14])=[O:12])=[CH:9][N:8]=[C:7]([Cl:15])[CH:6]=1>C1COCC1>[Cl:15][C:7]1[CH:6]=[C:5]([O:2][CH3:1])[C:10]([C:11]([O:13][CH3:14])=[O:12])=[CH:9][N:8]=1

참가 물질

4

반응물 2

HCID 2764083Methyl4,6-dichloronicotinateHCID 10942334Sodium Methoxide

생성물 1

HCID 22498691Methyl 6-chloro-4-methoxypyridine-3-carboxylate수율 56%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Sodium methoxide powder (0.136 g, 2.52 mmol) was added slowly to a stirred solution of methyl 4,6-dichloronicotinate (0.40 g, 1.94 mmol) in THF (4 mL) at room temperature. The reaction mixture was stirred at room temperature for 18 hours, then concentrated in vacuo onto silica gel. Gradient chromatography, eluting with 5% EtOAc:c-Hex over 5 column volume and 5-50% over 15 column volume, gave methyl 6-chloro-4-methoxynicotinate (218 mg, 1.08 mmol, 56% yield) as a white crystalline solid.

후처리

  1. concentrationconcentrated in vacuo onto silica gel
  2. washGradient chromatography, eluting with 5% EtOAc

출처 및 근거

ORD 기록
ord-f7aef1844d6541a7a9b2d056a7db4b2b
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040540B2

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