Toluene → HCID 178461186, 화합물

HRID 1624051노트

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HRID 1624051 반응식
[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

참가 물질

5

반응물 3

HCID 1140TolueneHCID 9321HydrazineHCID 71114860HCID 71114860, 화합물

생성물 1

HCID 178461186HCID 178461186, 화합물수율 29%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
120 °C

실험 절차

(+/−)-(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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-bfe1de860ec440c3800ae5b5e8d43fee
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08778984B2

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