Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 387334생성일: 2026년 10월 24일
Potassium Carbonate → 5-[3-({[(1S)-1,2-Dimethylpropyl]amino}methyl)phenyl]-3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-1H-indole-7-carboxamide
https://huagongshe.com/ko/reaction/387334
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | 3-Formylphenylboronic acid | HCID 2734356 | — |
| 반응물 | Sodium cyanoborohydride | HCID 5003444 | — |
| 반응물 | 1,2-Dimethylpropylamine, (S)- | HCID 6999788 | — |
| 반응물 | 5-Bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-1H-indole-7-carboxamide | HCID 59332757 | — |
| 촉매 | Zincchloride | HCID 3007855 | — |
| 촉매 | HCID 178418397 | HCID 178418397 | — |
| 용매 | Dimethyl Sulfoxide | HCID 679 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 5-[3-({[(1S)-1,2-Dimethylpropyl]amino}methyl)phenyl]-3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-1H-indole-7-carboxamide | HCID 59332623 | 15.8% |
반응 단계
To 5-bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-1H-indole-7-carboxamide (80 mg, 0.216 mmol) in dioxane and water (4 mL/1 mL) was added (3-formylphenyl)boronic acid (45 mg), Pd(PPh3)4 (25 mg) and K2CO3 (104 mg). The reaction mixture was redissolved in DMSO (2 mL). To the resultant mixture zinc chloride (30 mg), NaCNBH3 (30 mg) and (2s)-3-methyl-2-butanamine (50 mg) were added. The mixture was heated to 100° C. for 30 minutes by microwave irradiation and purified by HPLC with TFA to afford the title compound (16 mg).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08372875B2 |
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| 출처 데이터셋 | uspto-grants-2013_02 |
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| ORD ID | ord-3efe24c9dd274a2799499dd6eb621f4e |
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| 출처 메모 | uspto-grants-2013_02 |
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