참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Triphenylphosphine | HCID 11776 | — |
| 반응물 | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| 반응물 | 1-Pyrrolidinepropanol | HCID 209342 | — |
| 반응물 | 7-Hydroxy-4-(2-methylindol-5-yloxy)quinazoline | HCID 135763114 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 4-(2-Methylindol-5-yloxy)-7-(3-(pyrrolidin-yl)propoxy)quinazoline | HCID 22030823 | 35.8% |
반응 단계
Diisopropyl azodicarboxylate (146 mg, 0.72 mmol) was added to a solution of 7-hydroxy-4-(2-methylindol-5-yloxy)quinazoline (100 mg, 0.34 mmol), triphenyl phosphine (189 mg, 0.72 mol), and 3-pyrrolidinopropan-1-ol (89 mg, 0.686 mmol), (J. Org. Chem. 1988, 53, 3164), in methylene chloride (2.5 ml). After stirring overnight at ambient temperature, the solid was filtered. The filtrate was purified by column chromatography eluting with ethyl acetate/methylene chloride (1/1) followed by ethyl acetate/methylene chloride/methanol (4/5/1), methylene chloride/methanol (9/1) and 3N ammonia in methanol/methylene chloride (1/9). After removal of the solvent, the residue was triturated with ether, filtered, and dried under vacuum to give 4-(2-methylindol-5-yloxy)-7-(3-(pyrrolidin-yl)propoxy)quinazoline (49 mg, 35%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08492560B2 |
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| 출처 데이터셋 | uspto-grants-2013_07 |
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| ORD ID | ord-e98edf82ec354b419fca0bd04427b408 |
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| 출처 메모 | uspto-grants-2013_07 |
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