참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Vilazodone | HCID 6918314 | — |
| 반응물 | 3-(4-Hydroxybutyl)-1H-indole-5-carbonitrile | HCID 12150985 | — |
| 용매 | Dimethyl Sulfoxide | HCID 679 | — |
| 생성물 | 3-(4-oxobutyl)-1H-indole-5-carbonitrile | HCID 17748065 | — |
반응 단계
According to another synthetic process described in US'916 patent, vilazodone is prepared by reacting 3-(4-hydroxybutyl)-1H-indole-5-carbonitrile with sulfur trioxide/pyridine complex in dimethylsulfoxide to produce a reaction mass, followed by customary work up and then concentrating the resulting mass to produce an oily residue. The resulting residue is then chromatographed on silica gel using a mixture of dichloromethane and methyl tert-butyl ether to produce 3-(4-oxobutyl)-1H-indole-5-carbonitrile. The oxobutyl compound is reacted with 5-(1-piperazinyl)benzofuran-2-carboxamide in the presence of sodium cyanoborohydride to produce vilazodone free base, which is further treated with aqueous hydrochloric acid to produce vilazodone hydrochloride.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09315456B2 |
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| 출처 데이터셋 | uspto-grants-2016_04 |
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| ORD ID | ord-99d2ce866f5848d4aa0c99e7aa9e3d22 |
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| 출처 메모 | uspto-grants-2016_04 |
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