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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 658194생성일: 2026년 10월 26일

Dimethylformamide → N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-7-nitro-1-benzofuran-2-carboxamide

https://huagongshe.com/reaction/658194

반응식

참여 물질

역할이름HCID투입량
반응물DimethylformamideHCID 6228—
반응물DiisopropylethylamineHCID 81531—
반응물Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
반응물(R)-(+)-3-Aminoquinuclidine DihydrochlorideHCID 12494972—
반응물6-Nitro-1-benzofuran-2-carboxylic acidHCID 13190726—
생성물N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-7-nitro-1-benzofuran-2-carboxamideHCID 59341430—

반응 단계

1040 mg (5.02 mmol) of 6-nitrobenzofuran-2-carboxylic acid, 1000 mg (5.02 mmol) of (R)-3-aminoquinuclidine dihydrochloride, 2290 mg (6.03 mmol) of HATU, 2250 mg (18.08 mmol) of N,N-diisopropylethylamine and 9 ml of DMF are reacted according to the general procedure (variant B). DMF is removed under reduced pressure. The product is taken up in 100 ml of 1N aqueous sodium hydroxide solution and extracted three times with in each case 50 ml of ethyl acetate. The combined organic phases are washed eight times with 1N aqueous sodium hydroxide solution and once with saturated sodium chloride solution and then dried over magnesium sulfate, and the solvent is removed under reduced pressure using a rotary evaporator. 1.34 g (79% of theory) of the title compound are obtained.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08076355B2
출처 데이터셋uspto-grants-2011_12
ORD IDord-f759dba97f0241ec83103bde539445d7
출처 메모uspto-grants-2011_12