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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 930837생성일: 2026년 10월 26일

Potassium Carbonate → 6-Methyl-4-(2-Phenoxyphenyl)-1,6-Dihydro-7h-Pyrrolo[2,3-C]pyridin-7-One

https://huagongshe.com/reaction/930837

반응식

참여 물질

역할이름HCID투입량
반응물Potassium CarbonateHCID 11430—
반응물Cesium fluorideHCID 25953—
반응물(2-Phenoxyphenyl)boronic acidHCID 2773559—
반응물4-Bromo-1,6-dihydro-6-methyl-1-((4-methylphenyl)sulfonyl)-7H-pyrrolo(2,3-c)pyridin-7-oneHCID 89656304—
촉매HCID 178418397HCID 178418397—
용매MethanolHCID 887—
용매WaterHCID 962—
용매1,2-DimethoxyethaneHCID 8071—
생성물6-Methyl-4-(2-Phenoxyphenyl)-1,6-Dihydro-7h-Pyrrolo[2,3-C]pyridin-7-OneHCID 7161629759.3%

반응 단계

A mixture of Example 1e (152 mg, 0.40 mmol), 2-phenoxyphenylboronic acid (0.111 g, 0.520 mmol, 1.3 equivalents), Pd(PPh3)4 (0.023 g, 5 mol %) and cesium fluoride (0.182 g, 1.2 mmol) in DME (3 mL) and methanol (1.5 mL) was heated under microwave condition (120° C., 30 minutes). To this mixture was added potassium carbonate (0.055 g, 0.40 mmol) and water (1 mL) and the reaction mixture was reheated in the microwave oven at 120° C. for another 2 hours. The organic layer was separated and purified by flash chromatography (silica gel, ethyl acetate). The resulting material was triturated with acetone and filtered to provide 0.075 g of the title compound (59%). 1H NMR (500 MHz, DMSO-d6) δ 3.50 (s, 3H), 6.21-6.23 (m, 1H), 6.88 (d, J=7.62 Hz, 2H), 6.99-7.04 (m, 2H), 7.24-7.30 (m, 5H), 7.36-7.40 (m, 1H), 7.50 (dd, J=7.48, 1.68 Hz, 1H), 11.98 (s, 1H). MS (ESI+) m/z 317 (M+H)+.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09296741B2
출처 데이터셋uspto-grants-2016_03
ORD IDord-0d2d26b98e6c4c24a774ca8c95f79e98
출처 메모uspto-grants-2016_03