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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 60316생성일: 2026년 10월 26일

Methanesulfonyl chloride → 6-Bromo-4-chloro-9-(2-trimethylsilanyl-ethoxymethyl)-9H-dipyrido[2,3-b;4',3'-d]pyrrole-7-oxide

https://huagongshe.com/reaction/60316

반응식

참여 물질

역할이름HCID투입량
반응물Methanesulfonyl chlorideHCID 31297—
반응물6-Bromo-9-(2-trimethylsilanyl-ethoxymethyl)-9H-dipyrido[2,3-b;4',3'-d]pyrrole-1,7-dioxideHCID 86656044—
용매WaterHCID 962—
용매DimethylformamideHCID 6228—
용매Ethyl AcetateHCID 8857—
생성물6-Bromo-4-chloro-9-(2-trimethylsilanyl-ethoxymethyl)-9H-dipyrido[2,3-b;4',3'-d]pyrrole-7-oxideHCID 86656045—
생성물6-bromo-2-chloro-9-(2-trimethylsilanyl-ethoxymethyl)-9H-dipyrido[2,3-b;4',3'-d]pyrrole-7-oxideHCID 86656046—

반응 단계

A mixture of 6-bromo-9-(2-trimethylsilanyl-ethoxymethyl)-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-1,7-dioxide (1 g, 2.4 mmol) in N,N-dimethylformamide (19 mL) was treated with methanesulfonyl chloride (0.38 mL, 4.9 mmol) and the reaction mixture was stirred at ambient temperature for 3 hours. The reaction mixture was then diluted with ethyl acetate (150 mL) and water (200 mL). The layers were separated and the organic layer was dried over sodium sulfate, filtered, concentrated in vacuo, and purified by flash chromatography (silica, 40 g, ISCO, 5-85% ethyl acetate in heptane) to afford the title compound as a 4:1 mixture with 6-bromo-2-chloro-9-(2-trimethylsilanyl-ethoxymethyl)-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-7-oxide respectively as an off-white solid (100 mg, 10%). The mixture was used in the next step without any further purification.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09440976B2
출처 데이터셋uspto-grants-2016_09
ORD IDord-a0a756f94293465f820dd26555d9f59d
출처 메모uspto-grants-2016_09