Toluene → HCID 178461186、化合物

HRID 1624051ノート

反応式

HRID 1624051 の反応式
[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)[CH2:4][C:3]1=O.[C:17]1(C)C=CC=CC=1.[NH2:24][NH2:25]>CO>[CH3:1][C@@H:2]1[C:7]2[C:6](=[CH:17][NH:24][N:25]=2)[C@@H:5]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1

参加物

5

反応物 3

HCID 1140TolueneHCID 9321HydrazineHCID 71114860HCID 71114860、化合物

生成物 1

HCID 178461186HCID 178461186、化合物収率 29%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
120 °C

実験手順

(+/−)-(trans)-4-(4-Methyl-3-oxo-cyclohexyl)benzonitrile (0.55 g, 2.58 mmol) is added to toluene (10.0 mL) and tert-butoxybis(dimtheylamino)methane (0.67 mL, 3.22 mmols) and stirred at 120° C. for 16 hours. The mixture is cooled to room temperature and concentrated in vacuo. The residue is added to MeOH (10.0 mL) and hydrazine (0.07 mL, 2.32 mmol) and stirred at 80° C. for 1.0 hour. The mixture is cooled to room temperature and concentrated in vacuo. The residue is purified by silica gel chromatography (35%-55% EtOAc/hexanes) to give (+/−)-(trans)-4-[7-methyl-4,5,6,7-tetrahydro-2H-indazol-4-yl]benzonitrile (0.18 g, 29%).

後処理

  1. temperatureThe mixture is cooled to room temperature
  2. concentrationconcentrated in vacuo
  3. stirringstirred at 80° C. for 1.0 hour
  4. temperatureThe mixture is cooled to room temperature
  5. concentrationconcentrated in vacuo
  6. customThe residue is purified by silica gel chromatography (35%-55% EtOAc/hexanes)

出典と根拠

ORDレコード
ord-bfe1de860ec440c3800ae5b5e8d43fee
出典データセット
uspto-grants-2014_07
特許番号
US08778984B2

反応ノート

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