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

HRID 895480

반응식

HRID 895480 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
130 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-ad91b898a2c341c0b67b41ee5ff2bf41
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06916804B2

연결된 노트

불러오는 중…