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Tert-butyl 4-(1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate → Isopropyl 4-(5-chloro-1-(4-cyano-3-fluorophenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tert-butyl 4-(1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate | HCID 25204174 | — |
| 反応物 | Tert-butyl 4-(5-chloro-1-(4-cyano-3-fluorophenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate | HCID 57468467 | — |
| 反応物 | 1,1,1-Trifluoropropan-2-yl carbonochloridate | HCID 58270348 | — |
| 生成物 | Isopropyl 4-(5-chloro-1-(4-cyano-3-fluorophenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate | HCID 57468468 | — |
反応手順
Example 268 was prepared according to procedures described in Example 2 substituting tert-butyl 4-(5-chloro-1-(4-cyano-3-fluorophenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate for tert-butyl 4-(1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate in Step A and substituting isopropyl chloroformate for 1,1,1-trifluoropropan-2-yl chloroformate in Step C except that the crude product was purified by flash chromatography (SiO2, 0 to 100% EtOAc in CH2Cl2). 1H NMR (400 MHz, CDCl3) δ ppm 7.67-7.87 (m, 1 H), 7.30-7.49 (m, 3 H), 6.00 (s, 1 H), 4.86-5.11 (m, 1 H), 4.53-4.70 (m, 1 H), 3.44-3.76 (m, 4 H), 1.79-2.15 (m, 4 H), 1.26 (s, 6 H). MS (ESI) 434 (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08232404B2 |
| 出典データセット | uspto-grants-2012_07 |
| ORD ID | ord-be18815aaa884b4bb29cdcc438feac7f |
| 出典メモ | uspto-grants-2012_07 |