참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1-Cyclopentylpiperazine | HCID 806421 | — |
| 반응물 | Sodium borohydride | HCID 4311764 | — |
| 반응물 | 6-(4-Formylphenoxy)pyridine-3-carboxamide | HCID 56851422 | — |
| 용매 | Methanol | HCID 887 | — |
| 생성물 | HCID 59730338 | HCID 59730338 | 36.2% |
반응 단계
Combine 6-(4-formyl-phenoxy)-nicotinamide (compound of example 332, step 1) (0.303 g, 1.25 mmol) and 1-cyclopentyl piperazine (0.198 g, 1.28 mmol) in methanol (11 mL) and stir. After 15.5 h, add sodium borohydride (0.109 g, 2.88 mmol), and stir at ambient temperature. After 1 h, concentrate the reaction mixture and purify by silica gel chromatography (ethyl acetate→4:1 ethyl acetate:methanol) to provide 0.172 g (36%) of the title compound as an off white solid: high resolution mass spectrum (electrospray): m/z calc for C22H29N4O2 381.2291, found 381.2306; 1H NMR (DMSO-d6): 8.66 (d, 1H, J=2.4 Hz), 8.30 (dd, 1H, J=2.9, 8.8 Hz), 7.48-7.43 (m, 2H), 7.18-7.13 (m, 2H), 7.04 (d, 1H, J=7.8 Hz), 3.61 (s, 2H), 3.00-2.25 (m, 9H), 2.01-1.88 (m, 2H), 1.82-1.69 (m, 2H), 1.69-1.56 (m, 2H), 1.53-1.38 (m, 2H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07381719B2 |
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| 출처 데이터셋 | uspto-grants-2008_06 |
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| ORD ID | ord-500fdcd8ff9848fe94c4841e5bd5c97a |
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| 출처 메모 | uspto-grants-2008_06 |
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