Piperidinium acetate → HCID 178456894、化合物

HRID 1620636ノート

反応式

HRID 1620636 の反応式
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:19]=[C:18]([C:20]([F:23])([F:22])[F:21])[CH:17]=[CH:16][C:4]=1[CH2:5][N:6]1[C:12](=[O:13])[CH2:11][CH2:10][CH:9]([CH:14]=O)[CH2:8][CH2:7]1.[CH2:26]([NH:29][C:30]1[CH2:34][S:33][C:32](=[O:35])[N:31]=1)[C:27]#[CH:28].C([O-])(=O)C.[NH2+]1CCCCC1>CC(O)C>[F:24][C:2]([F:25])([F:1])[C:3]1[CH:19]=[C:18]([C:20]([F:23])([F:21])[F:22])[CH:17]=[CH:16][C:4]=1[CH2:5][N:6]1[CH2:7][CH2:8][CH:9](/[CH:14]=[C:34]2/[C:30]([NH:29][CH2:26][C:27]#[CH:28])=[N:31][C:32](=[O:35])[S:33]/2)[CH2:10][CH2:11][C:12]1=[O:13]

参加物

5

反応物 3

HCID 3014295Piperidinium acetateHCID 866788021-[2,4-Bis(trifluoromethyl)benzyl]-7-oxoazepane-4-carbaldehydeHCID 178456890HCID 178456890、化合物

生成物 1

HCID 178456894HCID 178456894、化合物収率 35%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
80 °C

実験手順

To a solution of 1-[2,4-bis(trifluoromethyl)benzyl]-7-oxoazepane-4-carbaldehyde (1.00 g) and 4-(prop-2-yn-1-ylamino)-1,3-thiazol-2(5H)-one (0.63 g) in 2-propanol (10 mL) was added piperidinium acetate (0.40 g). The reaction mixture was stirred at 80° C. for 2 hr and concentrated. Water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.48 g).

後処理

  1. concentrationconcentrated
  2. additionWater was added to the residue
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-410c56fd6be14151b571ba61869b5d67
出典データセット
uspto-grants-2014_07
特許番号
US08772277B2

反応ノート

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