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Dimethylamine → Zolmitriptan

HRID 128989
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인쇄 미리보기

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HRID 128989 반응식
[C:1]([CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH2:13][C@H:14]3[CH2:18][O:17][C:16](=[O:19])[NH:15]3)[CH:11]=2)[NH:6][CH:5]=1)#N.[CH3:20][NH:21][CH3:22]>[Pd]>[CH3:20][N:21]([CH2:1][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH2:13][C@H:14]3[CH2:18][O:17][C:16](=[O:19])[NH:15]3)[CH:11]=2)[NH:6][CH:5]=1)[CH3:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 674DimethylamineHCID 539136153-Des[2-(Dimethylamino)ethyl] Zolmitriptan Acetonitrile

생성물 1

HCID 60857Zolmitriptan

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

A suspension of the product from step (c) (1.3 g) and 10% w/w Pd/C (1.0 g) in 30% w/w ethanolic dimethylamine (25 ml) was hydrogenated for 24 hours and filtered through Hyflo. Fresh Pd/C (0.7 g) and ethanolic dimethylamine (5 ml) were added to the filtrate and hydrogenation continued for a further 16 hours. The mixture was filtered through a silica column using DCM/EtOH/NH4OH (40:8:1) as eluant to give the desired product as a colourless foam (0.3 g). Elemental analysis and 1H NMR were consistent with the proposed structure.

후처리

  1. filtrationfiltered through Hyflo
  2. additionFresh Pd/C (0.7 g) and ethanolic dimethylamine (5 ml) were added to the filtrate and hydrogenation
  3. waitcontinued for a further 16 hours
  4. filtrationThe mixture was filtered through a silica column

출처 및 근거

ORD 기록
ord-6f67568a44024be082bdee4cfe940466
출처 데이터셋
uspto-grants-1995_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05466699

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