2-Amino-2-cyanoacetamide → N-(2-amino-1-cyano-2-oxoethyl)-2,6-dimethylisonicotinamide

HRID 1771136ノート

反応式

HRID 1771136 の反応式
[NH2:1][CH:2]([C:6]#[N:7])[C:3]([NH2:5])=[O:4].CC1C=C(C=C(C)N=1)CCl.[CH3:18][C:19]1[CH:20]=[C:21]([CH:25]=[C:26]([CH3:28])[N:27]=1)[C:22](O)=[O:23]>N1C=CC=CC=1.S(Cl)(Cl)=O>[NH2:5][C:3](=[O:4])[CH:2]([NH:1][C:22](=[O:23])[C:21]1[CH:25]=[C:26]([CH3:28])[N:27]=[C:19]([CH3:18])[CH:20]=1)[C:6]#[N:7]

参加物

6

反応物 3

HCID 983412-Amino-2-cyanoacetamideHCID 45318962,6-Dimethylpyridine-4-carboxylic acidHCID 135828144-(Chloromethyl)-2,6-dimethylpyridine

生成物 1

HCID 71060853N-(2-amino-1-cyano-2-oxoethyl)-2,6-dimethylisonicotinamide収率 43.8%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 24386Thionyl Chloride溶媒

実験手順

2-amino 2-cyano acetamide (1.4 g, 0.01473 mol, 1 eq) in pyridine (15 ml) is stirred for 1 h at room temperature, to this 2,6-dimethyl isonicotinyl chloride (2.5 g, 0.1473 mol, 1 eq) [prepared by stirring a mixture of 2,6-dimethyl isonicotinic acid (2.5 g, 0.0465 mol, 1 eq) in thionyl chloride (15 ml) at 85° C. for 2 hr, thionyl chloride was removed in vacuum under nitrogen] is added at 0° C. and the reaction mixture is stirred at room temperature for 14 h, after the completion of the reaction pyridine is removed under vacuum and the crude product is purified by column chromatography to afford (1.5 g) of the titled compound;

後処理

  1. customprepared
  2. customthionyl chloride was removed in vacuum under nitrogen]
  3. additionis added at 0° C.
  4. stirringthe reaction mixture is stirred at room temperature for 14 h
  5. customafter the completion of the reaction pyridine
  6. customis removed under vacuum
  7. customthe crude product is purified by column chromatography

出典と根拠

ORDレコード
ord-b9ac15e53b9c4b07994a74580fbdbec0
出典データセット
uspto-grants-2016_02
特許番号
US09249114B2

反応ノート

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