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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1768089생성일: 2026년 10월 25일

Benzenesulfinic acid → 5-amino-1-(chloromethyl)-3-((5,6,7-trimethoxyindol-2-yl)carbonyl)-1,2-dihydro-3H-benz(e)indole

https://huagongshe.com/reaction/1768089

반응식

참여 물질

역할이름HCID투입량
반응물Benzenesulfinic acidHCID 12057—
반응물Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
반응물SodiumHCID 5360545—
반응물N-allyl-1-(chloromethyl)-3-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-1,2-dihydro-3H-benzo[e]indol-5-amineHCID 9806196—
촉매HCID 178418397HCID 178418397—
용매DichloromethaneHCID 6344—
생성물5-amino-1-(chloromethyl)-3-((5,6,7-trimethoxyindol-2-yl)carbonyl)-1,2-dihydro-3H-benz(e)indoleHCID 39170080%

반응 단계

Benzenesulfinic acid, sodium salt (25 mg, 0.15 mmol) and camphorsulfonic acid (40 mg, 0.17 mmol) were added to a solution of 10a (30 mg, 0.059 mmol) in dichloromethane (5 mL). Pd(Ph3P)4 (5 mg, 0.004 mmol) was added and the reaction mixture was stirred at an ambient temperature for 30 min. The mixture was purified directly via a silica gel column. Elution with EtOAc/petroleum ether (1:1) gave 1-(chloromethyl)-3-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-1,2-dihydro-3H-benzo[e]indol-5-amine (11a) (22 mg, 80%), spectroscopically identical to an authentic sample (Atwell et al., J. Org Chem., 1998, 63, 9414).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07235578B2
출처 데이터셋uspto-grants-2007_06
ORD IDord-8b7c7778a33449fcb86436e46f8aedca
출처 메모uspto-grants-2007_06