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

HRID 576894ノート

反応式

HRID 576894 の反応式
[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

参加物

4

反応物 2

HCID 2764083Methyl4,6-dichloronicotinateHCID 10942334Sodium Methoxide

生成物 1

HCID 22498691Methyl 6-chloro-4-methoxypyridine-3-carboxylate収率 56%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-f7aef1844d6541a7a9b2d056a7db4b2b
出典データセット
uspto-grants-2015_05
特許番号
US09040540B2

反応ノート

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