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

HRID 895479ノート

反応式

HRID 895479 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]([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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
130 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-d3827df11eb24749926ae2b3eacd5208
出典データセット
uspto-grants-2005_07
特許番号
US06916804B2

反応ノート

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