2-Methylimidazole → Ondansetron

HRID 2112265

반응식

HRID 2112265 반응식
[CH3:1][N:2]1[C:14]2[CH2:13][CH2:12][CH2:11][C:10](=[O:15])[C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.[CH3:16][C:17]1[NH:18][CH:19]=[CH:20][N:21]=1.N1(CN2CCCCC2)CCCC[CH2:23]1.[Cl-].[Al+3].[Cl-].[Cl-].[OH-].[Na+]>C(#N)C.ClCCl>[CH3:1][N:2]1[C:14]2[CH2:13][CH2:12][CH:11]([CH2:23][N:18]3[CH:19]=[CH:20][N:21]=[C:17]3[CH3:16])[C:10](=[O:15])[C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2

참가 물질

8

반응물 5

HCID 127492-MethylimidazoleHCID 14798Sodium HydroxideHCID 70151DipiperidinomethaneHCID 5988759-Methyl-1,2,3,9-tetrahydro-4H-carbazol-4-oneHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 4595Ondansetron수율 70%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매

실험 절차

2.0 g of 1,2,3,9-tetrahydro-9-methyl-4H-carbazol-4-one, 1.65 g of 2-methyl imidazole and 274 g of dipiperidinomethane were suspended in 30 ml of acetonitrile, and then 2 g of aluminum chloride was slowly added thereto. The reaction mixture was stirred under reflux for 10 hours. 150 ml dichloromethane and 50 ml of 1N aq. sodium hydroxide were added to the reaction mixture. The resulting organic layer was separated and dried over MgSO4, and then evaporated. The resulting solid was suspended in acetone and stirred for 3 hours, and then filtered and dried under a reduced pressure to give 2.05 g of title compound (yield 70%).

후처리

  1. temperatureunder reflux for 10 hours
  2. customThe resulting organic layer was separated
  3. dry with materialdried over MgSO4
  4. customevaporated
  5. stirringstirred for 3 hours
  6. filtrationfiltered
  7. customdried under a reduced pressure

출처 및 근거

ORD 기록
ord-af9f12dbf1f24e54a0f9c9c78bf2726f
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07521565B2

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