참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Acetic Acid | HCID 176 | — |
| 반응물 | p-Toluenesulfonic acid | HCID 6101 | — |
| 반응물 | HCID 14986941 | HCID 14986941 | — |
| 반응물 | 1,3-dimethoxycarbonyl-O-methylisourea | HCID 85348789 | — |
| 용매 | Methanol | HCID 887 | — |
| 생성물 | HCID 86626308 | HCID 86626308 | — |
반응 단계
A mixture of 1-[(3-amino-4-quinolinyl)amino]-2-methyl-2-propanol (1.0 g, 4.3 mmol), 1,3-dimethoxycarbonyl-O-methylisourea (prepared according to the general method of Viswanathan, N. Indian Patent No. 168,784, 1.64 g, 8.64 mmol), acetic acid (1.3 g, 22 mmol), and p-toluenesulfonic acid (0.82 g, 4.3 mmol) in methanol (20 mL) was heated at reflux for 16 hours. The volatiles were removed under reduced pressure, and the residue was dissolved in chloroform (100 mL). The solution was washed sequentially with water (100 mL), aqueous sodium carbonate (100 mL of 4% w/w), water (100 mL), and brine (100 mL) and then concentrated under reduced pressure. The residue was purified by automated flash chromatography (40+M silica cartridge, eluting with 0% to 25% CMA in chloroform) followed by recrystallization from acetonitrile to provide 0.64 g of methyl [1-(2-hydroxy-2-methylpropyl)-1H-imidazo[4,5-c]quinolin-2-yl]carbamate as a white solid, mp 225° C.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08143270B2 |
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| 출처 데이터셋 | uspto-grants-2012_03 |
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| ORD ID | ord-472c74c0e8fe4f3da8c4ec9e479e1b28 |
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| 출처 메모 | uspto-grants-2012_03 |
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