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

HRID 1771136노트

반응식

HRID 1771136 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 24386Thionyl Chloride용매

실험 절차

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;

후처리

  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

출처 및 근거

ORD 기록
ord-b9ac15e53b9c4b07994a74580fbdbec0
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249114B2

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