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Potassium Hydroxide → Naratriptan

HRID 1028410
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반응식

HRID 1028410 반응식
BrC1C=C2C(=[CH:9][CH:10]=1)NC=C2.CN1CCC(=O)CC1.[OH-].[K+].Br[C:22]1[CH:23]=[C:24]2[C:28](=[CH:29][CH:30]=1)[NH:27][CH:26]=[C:25]2[C:31]1[CH2:32][CH2:33][N:34]([CH3:37])[CH2:35][CH:36]=1.CC=[CH:40][NH:41][SH:42](=[O:44])=[O:43]>CO>[CH3:40][NH:41][S:42]([CH2:9][CH2:10][C:22]1[CH:30]=[CH:29][C:28]2[NH:27][CH:26]=[C:25]([CH:31]3[CH2:32][CH2:33][N:34]([CH3:37])[CH2:35][CH2:36]3)[C:24]=2[CH:23]=1)(=[O:44])=[O:43]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 14797Potassium HydroxideHCID 249055-BromoindoleHCID 740491-Methyl-4-piperidoneHCID 149732085-bromo-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indoleHCID 178458093HCID 178458093, 화합물

생성물 1

HCID 4440Naratriptan

시약·촉매·용매 1

HCID 887
Methanol
용매

실험 절차

In another process as described in US '841, if the reaction of 5-bromoindole with 1-methylpiperidin-4-one by means of KOH in methanol is carried out at reflux temperature the resulting product is 5-bromo-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole which is further condensed with N-methylvinylsulfonamide as described above to obtain naratriptan.

후처리

  1. temperatureat reflux temperature the resulting product

출처 및 근거

ORD 기록
ord-c9bc2904248d4c50939eae5012f68ba4
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08735589B2

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