1-Methyl-4-piperidone → HCID 66611743, 화합물

HRID 1773286노트

반응식

HRID 1773286 반응식
Cl.[CH:2]([C:5]1[CH:6]=[C:7]([NH:11]N)[CH:8]=[CH:9][CH:10]=1)([CH3:4])[CH3:3].[CH3:13][N:14]1[CH2:19][CH2:18][C:17](=O)[CH2:16][CH2:15]1>S(=O)(=O)(O)O.O1CCOCC1>[CH:2]([C:5]1[CH:10]=[CH:9][C:8]2[C:16]3[CH2:15][N:14]([CH3:13])[CH2:19][CH2:18][C:17]=3[NH:11][C:7]=2[CH:6]=1)([CH3:4])[CH3:3]

참가 물질

5

반응물 2

HCID 740491-Methyl-4-piperidoneHCID 44119127[3-(Propan-2-yl)phenyl]hydrazine--hydrogen chloride (1/1)

생성물 1

HCID 66611743HCID 66611743, 화합물수율 18%

시약·촉매·용매 2

HCID 1118Sulfuric Acid용매HCID 312751,4-Dioxane용매

실험 절차

A solution of (3-isopropylphenyl)hydrazine hydrochloride (5 g, 0.0267 mol) and 1-methyl-4-piperidone (3.3 mL, 0.0267 mol) in 7% sulfuric acid in dioxane (100 mL) was heated at 80° C. for 1 h. After completion, the reaction mixture was cooled to RT and the organic layer decanted. The residue was basified with 10% sodium hydroxide solution and extracted with EtOAc (3×100 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure affording crude material, which was purified by silica gel column chromatography (6% MeOH:DCM) to yield 7-isopropyl-2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (1.1 g, 18% yield).

후처리

  1. customthe organic layer decanted
  2. extractionextracted with EtOAc (3×100 mL)
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customaffording crude material, which
  6. customwas purified by silica gel column chromatography (6% MeOH:DCM)

출처 및 근거

ORD 기록
ord-a553b379798545b1b96832f3e6efd723
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09255094B2

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