N-(2-aminoethyl)acetamide → N-(6-{[2-(acetylamino)ethyl]amino)-2-phenylpyrimidin-4-yl)-2-piperidin-1-ylacetamide

HRID 895479노트

반응식

HRID 895479 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]([NH:14][C:15](=[O:23])[CH2:16][N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[CH:3]=1.[C:24]([NH:27][CH2:28][CH2:29][NH2:30])(=[O:26])[CH3:25]>CS(C)=O>[C:24]([NH:27][CH2:28][CH2:29][NH:30][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]([NH:14][C:15](=[O:23])[CH2:16][N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[CH:3]=1)(=[O:26])[CH3:25]

참가 물질

4

반응물 2

HCID 66082N-(2-aminoethyl)acetamideHCID 22353518N-(6-chloro-2-phenylpyrimidin-4-yl)-2-piperidin-1-ylacetamide

생성물 1

HCID 22379308N-(6-{[2-(acetylamino)ethyl]amino)-2-phenylpyrimidin-4-yl)-2-piperidin-1-ylacetamide수율 60.1%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
130 °C

실험 절차

N-(6-Chloro-2-phenylpyrimidin-4-yl)-2-piperidin-1-ylacetamide (25 mg) was dissolved in DMSO (1 ml) and N-acetylethylenediamine (78 mg) added. A reflux condenser was fitted and the mixture heated to 130° C. with stirring for 16 hrs. The reaction was cooled to room temperature and the solvent removed in vacuo. Purification via flash chromatography on silica gel, eluting with a mixture of dichloromethane and methanol (95:5, then 93:7 v/v) yielded the title compound (18 mg).

후처리

  1. customA reflux condenser was fitted
  2. temperatureThe reaction was cooled to room temperature
  3. customthe solvent removed in vacuo
  4. customPurification via flash chromatography on silica gel
  5. washeluting with a mixture of dichloromethane and methanol (95:5

출처 및 근거

ORD 기록
ord-d3827df11eb24749926ae2b3eacd5208
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06916804B2

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