N-(2-aminoethyl)acetamide → N-{2-[(6-amino-2-phenylpyrimidin-4-yl)amino]ethyl}acetamide

HRID 895480

反応式

HRID 895480 の反応式
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([NH2:14])[CH:3]=1.[C:15]([NH:18][CH2:19][CH2:20][NH2:21])(=[O:17])[CH3:16]>CS(C)=O>[NH2:14][C:4]1[N:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=[C:2]([NH:21][CH2:20][CH2:19][NH:18][C:15](=[O:17])[CH3:16])[CH:3]=1

参加物

4

反応物 2

HCID 66082N-(2-aminoethyl)acetamideHCID 3177476-Chloro-2-phenylpyrimidin-4-amine

生成物 1

HCID 22378791N-{2-[(6-amino-2-phenylpyrimidin-4-yl)amino]ethyl}acetamide収率 66%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
130 °C

実験手順

6-Chloro-2-phenylpyrimidin-4-amine (2.87 g) was dissolved in DMSO (50 ml) and N-acetylethylenediamine (14.28 g) added. The stirred solution was heated at 130° C. for 8 hrs then partitioned between ethyl acetate (500 ml) and saturated brine solution (400 ml). The organic phase was dried over magnesium sulfate, filtered and the solvent removed in vacuo. Purification by flash chromatography on silica gel eluting with first ethyl acetate then a mixture of ethyl acetate and methanol (9:1 then 8:2 v/v) yielded the title compound (2.50 g).

後処理

  1. customthen partitioned between ethyl acetate (500 ml) and saturated brine solution (400 ml)
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. filtrationfiltered
  4. customthe solvent removed in vacuo
  5. customPurification by flash chromatography on silica gel eluting with first ethyl acetate
  6. additiona mixture of ethyl acetate and methanol (9:1

出典と根拠

ORDレコード
ord-ad91b898a2c341c0b67b41ee5ff2bf41
出典データセット
uspto-grants-2005_07
特許番号
US06916804B2

関連ノート

読み込み中…