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1-Isopropyl-3-methyl-1H-pyrazol-5-amine → Ethyl 3-methyl-1-(1-methylethyl)-6-(4-pyridinyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Isopropyl-3-methyl-1H-pyrazol-5-amine | HCID 121018 | — |
| 反応物 | Ethyl 2,4-dioxo-4-(pyridin-4-yl)butanoate | HCID 23005473 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 生成物 | Ethyl 3-methyl-1-(1-methylethyl)-6-(4-pyridinyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate | HCID 67124410 | — |
反応手順
The title compound was prepared in the same manner as described for intermediate 64 using ethyl 2,4-dioxo-4-(4-pyridinyl)butanoate (766 mg, 2.87 mmol), benzene (6 mL), and 3-methyl-1-(1-methylethyl)-1H-pyrazol-5-amine (400 mg, 2.87 mmol). The crude product was purified using column chromatography (Silica gel, eluent: 0 to 30% MeOH/DCM) to give 95 mg (10%) of product. LCMS E-S (M+H)=325.3. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.48-1.56 (m, 3H), 1.61-1.73 (m, 6H), 2.77 (s, 3H), 4.56 (q, J=7.2 Hz, 2H), 5.37-5.50 (m, 1H), 8.02-8.16 (m, 3H), 8.76-8.83 (m, 2H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08637509B2 |
| 出典データセット | uspto-grants-2014_01 |
| ORD ID | ord-35f31e7e352c4e1abdb2ec7786137151 |
| 出典メモ | uspto-grants-2014_01 |