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2-(Bromomethyl)tetrahydro-2H-pyran → N-Benzyl-4-methyl-2-(2-oxo-4-((tetrahydro-2H-pyran-2-yl)methoxy)pyridin-1(2H)-yl)thiazole-5-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-(Bromomethyl)tetrahydro-2H-pyran | HCID 141917 | — |
| 反応物 | N-benzyl-2-(4-hydroxy-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxamide | HCID 54742338 | — |
| 生成物 | N-Benzyl-4-methyl-2-(2-oxo-4-((tetrahydro-2H-pyran-2-yl)methoxy)pyridin-1(2H)-yl)thiazole-5-carboxamide | HCID 57744463 | 66% |
反応手順
Following the procedure as described in Example 21, making variation only as required to use 2-(bromomethyl)tetrahydro-2H-pyran in place of 2-(chloromethyl)-5-phenyl-1,3,4-oxadiazole to react with N-benzyl-2-(4-hydroxy-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxamide, the title compound was obtained as a colorless solid in 66% yield: 1H NMR (300 MHz, DMSO-d6) δ 8.77 (t, J=5.9 Hz, 1H), 8.58 (d, J=8.1 Hz, 1H), 7.36-7.26 (m, 4H), 7.23-7.18 (m, 1H), 6.34 (dd, J=8.1, 2.7 Hz, 1H), 6.11 (d, J=2.6 Hz, 1H), 4.38 (d, J=5.9 Hz, 2H), 4.03-3.94 (m, 2H), 3.86-3.82 (m, 1H), 3.62-3.55 (m, 1H), 3.38-3.31 (m, 1H), 2.53 (s, 3H), 1.76-1.69 (m, 1H), 1.59-1.20 (m, 5H); MS (ES+) m/z 440.2 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08501746B2 |
| 出典データセット | uspto-grants-2013_08 |
| ORD ID | ord-a0c30ec560124a428c22a2ca53395eee |
| 出典メモ | uspto-grants-2013_08 |