참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Formaldehyde | HCID 712 | — |
| 반응물 | Sodium cyanoborohydride | HCID 5003444 | — |
| 반응물 | 4,5,6,7-Tetrahydrothieno(3,2-c)pyridinium chloride | HCID 10176342 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | HCID 45117639 | HCID 45117639 | 33% |
반응 단계
Sodium cyanoborohydride (10 g, 160 mmol) was slowly added to a mixture of 4,5,6,7-tetrahydrothieno[3,2-c]pyridine hydrochloride (7.0 g, 40.0 mmol) and formaldehyde (35% in water, 10 mL) in dichloromethane (100 mL) at room temperature. The resulting mixture was stirred at room temperature for 16 h. Work-up: the reaction mixture was partitioned between ethyl acetate (300 mL) and water (200 mL). The organic layer was separated, washed with brine (100 mL), dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (EtOAc/petroleum ether=1:5˜1:1) to afford the title compound as a white solids (2.0 g, 33%). 1H NMR (DMSO-d6, 400 MHz): δ 7.26 (d, 1H), 6.77 (d, 1H), 3.37 (s, 2H), 2.80-2.77 (m, 2H), 2.64-2.60 (m, 2H), 2.34 (s, 3H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09399646B2 |
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| 출처 데이터셋 | uspto-grants-2016_07 |
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| ORD ID | ord-a44775a76b5d412ebcf6c2f5b4c94991 |
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| 출처 메모 | uspto-grants-2016_07 |
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