참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 4-Acetylbenzenesulphonamide | HCID 74065 | — |
| 반응물 | Lithium methanolate | HCID 4177230 | — |
| 반응물 | HCID 178418754 | HCID 178418754 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | HCID 178419032 | HCID 178419032 | — |
반응 단계
To a solution of 4-acetyl-benzenesulfonamide (Ex-26A, 0.12 g, 0.59 mmol) and 5-(2-cyclopropyl-1H-imidazol-4-yl)-2,4-dimethoxy-benzaldehyde (Ex-105B, 0.16 g, 0.59 mmol) in N,N-dimethylformamide (16 mL) was added lithium methoxide (1.0M in methanol, 2.4 mL, 2.4 mmol). The reaction mixture was allowed to stir for 18 hours at ambient temperature. The reaction was quenched with water. The aqueous solution was extracted with dichloromethane. The combined dichloromethane was concentrated. The crude product was purified by flash chromatography. Elution with methanol (10%, v/v, in dichloromethane) gave the title compound as red solid: m.p. 156–160° C. 1H NMR (DMSO-d6) δ 11.65 (bs, 1H), 8.32 (s, 1H), 8.19 (d, J=9.0 Hz, 2H), 8.00 (d, J=15.7 Hz, 1H), 7.95 (d, J=9.0 Hz, 2H), 7.62–7.52 (m, 2H), 7.24 (bs, 1H), 6.73 (s, 1H), 3.96 (s, 3H), 3.94 (s, 3H), 1.98–1.94 (m, 1H), 0.88–0.85 (m 4H). MS m/z=454 ([M+H]+, 100%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07094801B2 |
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| 출처 데이터셋 | uspto-grants-2006_08 |
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| ORD ID | ord-bc0bededacff4f5c853c190677c0df9b |
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| 출처 메모 | uspto-grants-2006_08 |
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