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Lithium Hydroxide → 3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Lithium Hydroxide | HCID 3939 | — |
| 反応物 | 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(piperidin-4-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine hydrochloride | HCID 118524085 | — |
| 反応物 | 3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine | HCID 118524111 | — |
| 溶媒 | Methanol tetrahydrofuran water | HCID 21892291 | — |
| 生成物 | 3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine | HCID 90064901 | 81% |
反応手順
Using similar reaction conditions as described in step-iii of example-1, 3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (95 mg, 0.148 mmol) was hydrolyzed with lithium hydroxide (17 mg, 0.399 mmol) in THF/methanol/water (2/2/1 mL) to yield 30 mg (81.0% yield) of the titled compound. 1H NMR (CDCl3, 300 MHz): δ 9.14 (s, 1H), 8.49-8.46 (dd, 2H), 8.11 (s, 1H), 7.87 (s, 1H), 7.77-7.71 (m, 2H), 7.449-7.443 (d, 1H), 6.80-6.76 (m, 3H), 5.36 (s, 2H), 3.65-3.62 (m, 4H), 2.58-2.55 (m, 4H), 2.37 (s, 3H). MS: m/z=486.1 (M+1), HPLC: 93.44% in method B.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09353107B2 |
| 出典データセット | uspto-grants-2016_05 |
| ORD ID | ord-3f5963d6e9094b5ca94d37aa5acaa2e3 |
| 出典メモ | uspto-grants-2016_05 |