Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 71725생성일: 2026년 10월 25일
1,2-Dimethoxyethane → 2-{5-[4-(2-Benzyloxy-pyridin-4-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/71725
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 반응물 | 2-(Benzyloxy)-4-bromopyridine | HCID 53217389 | — |
| 반응물 | 2-{4-[4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-1h-imidazol-2-yl}pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 57449759 | — |
| 촉매 | HCID 178418397 | HCID 178418397 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 용매 | Potassium Carbonate | HCID 11430 | — |
| 생성물 | 2-{5-[4-(2-Benzyloxy-pyridin-4-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 66620250 | 96.5% |
반응 단계
A mixture of 2-Benzyloxy-4-bromo-pyridine (0.292 g), 2-{5-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carboxylic acid tert-butyl ester (0.533 g, prepared according to WO2008021927 A2) and Pd(PPh3)4 (0.064 g) in aq. K2CO3 solution/dimethoxyethane (1.82 mL/5.0 mL) was heated at 80-90° C. for 8 hours. Reaction mixture was cooled, diluted with ethyl acetate, washed with brine, dried (MgSO4) and concentrated. The residue was purified by flash column chromatography (silica gel, 20 to 80% ethyl acetate/hexanes) to give 2-{5-[4-(2-Benzyloxy-pyridin-4-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carboxylic acid tert-butyl ester (0.530 g): LCMS-ESI+: calc'd for C30H33N4O3: 497.6 (M+H+). Found: 497.0 (M+H+).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08822430B2 |
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| 출처 데이터셋 | uspto-grants-2014_09 |
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| ORD ID | ord-e734d634c4264ffdb6fd2f67f550f264 |
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| 출처 메모 | uspto-grants-2014_09 |
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