Potassium Carbonate → N-(4-cyano-1-ethoxy-piperidin-4-yl)-2-(2,4,6-trimethyl-phenyl)-acetamide

HRID 1022375

反応式

HRID 1022375 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[CH2:10][C:11](Cl)=[O:12].C(=O)([O-])[O-].[K+].[K+].[NH2:20][C:21]1([C:30]#[N:31])[CH2:26][CH2:25][N:24]([O:27][CH2:28][CH3:29])[CH2:23][CH2:22]1>C(#N)C>[C:30]([C:21]1([NH:20][C:11](=[O:12])[CH2:10][C:3]2[C:2]([CH3:1])=[CH:7][C:6]([CH3:8])=[CH:5][C:4]=2[CH3:9])[CH2:26][CH2:25][N:24]([O:27][CH2:28][CH3:29])[CH2:23][CH2:22]1)#[N:31]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 110307542,4,6-Trimethylbenzeneacetyl chlorideHCID 59614603HCID 59614603、化合物

生成物 1

HCID 59614586N-(4-cyano-1-ethoxy-piperidin-4-yl)-2-(2,4,6-trimethyl-phenyl)-acetamide収率 89.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

3.0 g of (2,4,6-trimethyl-phenyl)-acetyl chloride and 10 g of potassium carbonate in 90 ml of acetonitrile are treated at 0° C. with a solution of 3.6 g of 4-amino-1-ethoxy-piperidine-4-carbonitrile in 30 ml of acetonitrile. After stirring for 18 hours at room temperature the reaction mixture is poured into 100 ml of ice water and extracted with ethyl acetate. The organic phase is washed with brine and concentrated. Chromatography (heptane/ethyl acetate 5:1) yielded 4.5 g of N-(4-cyano-1-ethoxy-piperidin-4-yl)-2-(2,4,6-trimethyl-phenyl)-acetamide as a solid, mp: 194-195° C. LC-MS (EI, ES+): 330 (M+H)+

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic phase is washed with brine
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-bb5550c20e8d40b18b67a2d2f36fc7b7
出典データセット
uspto-grants-2014_05
特許番号
US08722578B2

関連ノート

読み込み中…