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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1056542생성일: 2026년 10월 27일

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

https://huagongshe.com/reaction/1056542

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 번호US09399630B2
출처 데이터셋uspto-grants-2016_07
ORD IDord-fc0bc80133bf4187b039efd2db85355e
출처 메모uspto-grants-2016_07