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HRID 628790생성일: 2026년 10월 24일

Hydrochloric Acid → 3-(4-Hydroxybutyl)-1H-indole-5-carbonitrile

https://huagongshe.com/ko/reaction/628790

반응식

참여 물질

역할이름HCID투입량
반응물Hydrochloric AcidHCID 313—
반응물Sodium borohydrideHCID 4311764—
반응물VilazodoneHCID 6918314—
반응물3-(4-chlorobutanoyl)-1H-indole-5-carbonitrileHCID 10220528—
용매IsopropanolHCID 3776—
생성물3-(4-Hydroxybutyl)-1H-indole-5-carbonitrileHCID 12150985—

반응 단계

As per the process described in CN'932 publication, vilazodone is prepared by reacting 3-(4-chlorobutyryl)-1H-indole-5-carbonitrile with sodium borohydride in isopropanol at reflux temperature, followed by treating the reaction mass with dilute hydrochloric acid and subsequent workup and then subjecting to column chromatography purifications to produce 3-(4-hydroxybutyl)-1H-indole-5-carbonitrile. The hydroxylbutyl intermediate obtained is then subjected to sulfonylation using a sulfonylating agent selected from p-toluenesulfonyl chloride, benzenesulfonyl chloride, methanesulfonyl chloride and trifluoromethanesulfonyl chloride to produce corresponding sulfonylated intermediate, which is then condensed with 5-(1-piperazinyl)benzofuran-2-carboxamide in acetonitrile to produce vilazodone.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09315456B2
출처 데이터셋uspto-grants-2016_04
ORD IDord-94ad5614d6ce4816a24f02076f9a69d9
출처 메모uspto-grants-2016_04