Dimethylamine → Methyl 6-chloro-4-(dimethylamino)nicotinate

HRID 576895

反応式

HRID 576895 の反応式
[CH3:1][NH:2][CH3:3].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>CC#N>[Cl:15][C:7]1[CH:6]=[C:5]([N:2]([CH3:3])[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 674DimethylamineHCID 2764083Methyl4,6-dichloronicotinate

生成物 1

HCID 71512052Methyl 6-chloro-4-(dimethylamino)nicotinate収率 80.4%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Dimethylamine (1.23 mL, 9.71 mmol) was slowly added to a stirred solution of methyl 4,6-dichloronicotinate (0.40 g, 1.94 mmol) in MeCN (6 mL) at room temperature. The solution 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-(dimethylamino)nicotinate (335 mg, 1.56 mmol, 80% yield) as a white solid.

後処理

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

出典と根拠

ORDレコード
ord-cc1d2616d8284dbaba506880cee2d225
出典データセット
uspto-grants-2015_05
特許番号
US09040540B2

関連ノート

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