Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1484934생성일: 2026년 10월 26일
Dichloromethane → 5-(5-bromo-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-2-yl)-N-tert-butylthiophene-2-sulfonamide
https://huagongshe.com/reaction/1484934
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Dichloromethane | HCID 6344 | — |
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | 2,5-dibromo-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amine | HCID 58169191 | — |
| 반응물 | 5-(N-tert-butylsulfamoyl)thiophen-2-ylboronic acid | HCID 58169208 | — |
| 촉매 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 5-(5-bromo-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-2-yl)-N-tert-butylthiophene-2-sulfonamide | HCID 58169355 | 59% |
반응 단계
The mixture of Pd(dppf)Cl2.CH2Cl2 (457 mg, 0.56 mmol, 0.1 eq), 5-(N-tert-butylsulfamoyl)thiophen-2-ylboronic acid (2.95 g, 11.2 mmol, 2.0 eq), 2,5-dibromo-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amine (2 g, 5.6 mmol, 1.0 eq) and saturate Na2CO3 (5 mL) in dioxane (30 mL) was heated to 90° C. for 1 h under nitrogen atmosphere. The reaction mixture was cooled to room temperature, and extracted with THF. The combined layers were evaporated and residue purified by silica gel chromatography (EtOAc/Petroleum ether from 10:1 to 2:1) to afford compound 5-(5-bromo-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-2-yl)-N-tert-butylthiophene-2-sulfonamide (1.6 g, 59%). LC-MS (m/z)=497 [M+H]+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09422271B2 |
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| 출처 데이터셋 | uspto-grants-2016_08 |
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| ORD ID | ord-b20faa5a594b40e8917119230c1bbaf4 |
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| 출처 메모 | uspto-grants-2016_08 |
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