Chlorotrimethylsilane → Ondansetron

HRID 2112264

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HRID 2112264 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[Si](C)(C)C>CN(C)C=O.O>[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

7

반응물 4

HCID 6397ChlorotrimethylsilaneHCID 127492-MethylimidazoleHCID 70151DipiperidinomethaneHCID 5988759-Methyl-1,2,3,9-tetrahydro-4H-carbazol-4-one

생성물 1

HCID 4595Ondansetron수율 68%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

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 2.74 g of dipiperidinomethane were suspended in 20 ml of N,N-dimethylformamide, and then 4 ml of chlorotrimethylsilane was slowly added thereto. The reaction mixture was stirred for 8 hours at 90° C. 100 ml of water was added to the reaction mixture. The resulting solid was filtered and dried, which was then suspended in acetone and stirred for 3 hours, and then filtered and dried under a reduced pressure to give 1.99 g of title compound (yield 68%).

후처리

  1. filtrationThe resulting solid was filtered
  2. customdried
  3. stirringstirred for 3 hours
  4. filtrationfiltered
  5. customdried under a reduced pressure

출처 및 근거

ORD 기록
ord-1d349961fb0e473ea1aeea743bc6ffe0
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07521565B2

연결된 노트

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