Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1-Cyclohexylpiperazine → 6-[4-(4-Cyclohexyl-piperazin-1-ylmethyl)-phenoxy]-nicotinamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1-Cyclohexylpiperazine | HCID 87298 | — |
| 반응물 | Sodium borohydride | HCID 4311764 | — |
| 반응물 | 6-(4-Formylphenoxy)pyridine-3-carboxamide | HCID 56851422 | — |
| 용매 | Methanol | HCID 887 | — |
| 생성물 | 6-[4-(4-Cyclohexyl-piperazin-1-ylmethyl)-phenoxy]-nicotinamide | HCID 59729991 | 32.6% |
반응 단계
Using a method similar to Example 334, using 6-(4-formyl-phenoxy)-nicotinamide (compound of example 332, step 1) (0.299 g, 1.23 mmol), 1-cyclohexyl-piperazine (0.208 g, 1.24 mmol), and sodium borohydride (0.107 g, 2.83 mmol) in methanol (12 mL) provides 0.158 g (32%) of the title compound as a white solid (chromatography solvent: 20:1→10:1 methylene chloride:methanol). High resolution mass spectrum (electrospray): m/z calc for C23H31N4O2 395.2447, found 395.2461; 1H NMR (methanol-d4): 8.66 (d, 1H, J=2.0 Hz), 8.30 (dd, 1H, J=2.4, 8.8 Hz), 7.48-7.43 (m, 2H), 7.18-7.13 (m, 2H), 7.04 (d, 1H, J=8.3 Hz), 3.61 (s, 2H), 2.82-2.53 (m, 8H), 2.39-2.29 (m, 1H), 2.03-1.96 (m, 2H), 1.91-1.83 (m, 2H), 1.73-1.66 (m, 1H), 1.40-1.15 (m, 5H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07381719B2 |
| 출처 데이터셋 | uspto-grants-2008_06 |
| ORD ID | ord-442cc15c4b4a47a48f6986cc5aa2ca7a |
| 출처 메모 | uspto-grants-2008_06 |