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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 12981생성일: 2026년 10월 25일

Potassium Hydroxide → 2-(4'-((3aR,6aR)-hexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl)biphenyl-4-yl)pyridazin-3(2H)-one

https://huagongshe.com/reaction/12981

반응식

참여 물질

역할이름HCID투입량
반응물Potassium HydroxideHCID 14797—
반응물(3aR,6aR)-ethyl 1-(4'-(6-oxopyridazin-1(6H)-yl)biphenyl-4-yl)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylateHCID 67396526—
용매Acetic AcidHCID 176—
용매Hydrochloric AcidHCID 313—
용매WaterHCID 962—
생성물2-(4'-((3aR,6aR)-hexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl)biphenyl-4-yl)pyridazin-3(2H)-oneHCID 67396327—

반응 조건

온도100 °C

반응 단계

The product from Example 85A (0.110 g, 0.256 mmol) was dissolved in 3 mL of a 1:1 mixture of HOAc and 12 M aqueous HCl, and heated at 100° C. for 16 hours in a sealed vessel. The mixture was cooled to 0° C., diluted with 15 mL of water, and the pH was adjusted to ˜10 by the dropwise addition of 20% (w/v) aqueous KOH. The mixture was extracted three times with 25 mL of 5% n-propanol in CHCl3 and the combined extracts were dried over Na2SO4, filtered, and absorbed on silica gel. The crude material was chromatographed, eluting with 0-5% aqueous NH4OH in MeCN/MeOH (9:1), to provide the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 7.91 (dd, J=3.7, 1.7 Hz, 1H), 7.64 (s, 4H), 7.52 (d, J=8.8 Hz, 2H), 7.21-7.27 (m, 1H), 7.07 (dd, J=9.5, 1.7 Hz, 1H), 6.65 (d, J=8.8 Hz, 2H), 4.10-4.19 (m, 1H), 3.56-3.67 (m, 1H), 3.23-3.35 (m, 1H), 2.91-3.22 (m, 5H), 2.15-2.32 (m, 1H), 2.12 (br s, 1H), 1.87 (ddd, J=12.9, 7.5 Hz, 1H), MS (ESI+) m/z 359 (M+H)+.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07728031B2
출처 데이터셋uspto-grants-2010_06
ORD IDord-f0ccb16eb8f5487bb11ef0f6794277b9
출처 메모uspto-grants-2010_06