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5-tert-Butyl-2-(3-(5-(1-ethyl-1H-pyrazol-3-ylamino)-1-methyl-6-oxo-1,6-dihydropyridazin-3-yl)-2-(hydroxymethyl)phenyl)isoindolin-1-one → 5-tert-Butyl-2-(2-(hydroxymethyl)-3-(1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridazin-3-yl)phenyl)isoindolin-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 5-tert-Butyl-2-(3-(5-(1-ethyl-1H-pyrazol-3-ylamino)-1-methyl-6-oxo-1,6-dihydropyridazin-3-yl)-2-(hydroxymethyl)phenyl)isoindolin-1-one | HCID 56929058 | — |
| 反応物 | 6-Chloro-2-methyl-4-(pyrimidin-4-ylamino)pyridazin-3(2H)-one | HCID 66610237 | — |
| 反応物 | 2-(5-tert-Butyl-1-oxoisoindolin-2-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl Acetate | HCID 86697936 | — |
| 生成物 | 5-tert-Butyl-2-(2-(hydroxymethyl)-3-(1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridazin-3-yl)phenyl)isoindolin-1-one | HCID 56929142 | 49% |
反応手順
Using the same general procedure as described for the preparation of 102, reaction of 103b (192 mg, 0.810 mmol) with 102f (413 mg, 0.891 mmol) afforded 103 in 49% yield (196 mg) as an amorphous off-white solid: mp 236-238° C.; 1H NMR (500 MHz, DMSO-d6) δ 9.87 (s, 1H), 8.81 (s, 1H), 8.68 (s, 1H), 8.49 (d, J=6.0 Hz, 1H), 7.73 (d, J=8.0 Hz, 2H), 7.62 (dd, J=8.0, 1.5 Hz, 1H), 7.55-7.53 (m, 3H), 7.52-7.47 (m, 1H), 4.93 (s, 2H), 4.73 (t, J=5.0 Hz, 1H), 4.42 (d, J=5.5 Hz, 2H), 3.80 (s, 3H), 1.36 (s, 9H); MS (ESI+) m/z 497.2 (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08975260B2 |
| 出典データセット | uspto-grants-2015_03 |
| ORD ID | ord-aaacdb7b4420428c8b7ea176c38584d3 |
| 出典メモ | uspto-grants-2015_03 |