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HRID 2382015作成日：2026年10月25日
N,N-Diethyl-2-propanamine → 4-Methyl-2-pyridin-2-yl-pyrimidine-5-carboxylic acid pyrrol[3,2-b]pyridine-1-ylamide
https://huagongshe.com/reaction/2382015
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | N,N-Diethyl-2-propanamine | HCID 521913 | — |
| 反応物 | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| 反応物 | Pyrrolo[3,2-b]pyridin-1-ylamine | HCID 19601545 | — |
| 反応物 | 4-Methyl-2-(pyridin-2-yl)pyrimidine-5-carboxylic acid | HCID 61702025 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 4-Methyl-2-pyridin-2-yl-pyrimidine-5-carboxylic acid pyrrol[3,2-b]pyridine-1-ylamide | HCID 59200059 | 63% |
反応手順
Diethyl-iso-propylamine (1.88 mmol) is added a solution of 4-methyl-2-pyridin-2-yl-pyrimidine-5-carboxylic acid (0.75 mmol), pyrrolo[3,2-b]pyridine-1-ylamine (0.75 mmol) and TBTU (0.9 mmol) in anhydrous DMF (7 mL) at rt, and the reaction mixture is stirred at 80° C. for 8 h. The reaction mixture is concentrated in vacuo. The residue is purified by silica gel chromatography eluting with 0-10% MeOH in DCM to afford 4-methyl-2-pyridin-2-yl-pyrimidine-5-carboxylic acid pyrrol[3,2-b]pyridine-1-ylamide (155 mg, 63%) as a solid. MS: 331 (M+H); 1H NMR (300 MHz, CD3OD): δ 2.89 (s, 3H), 7.01 (d, H), 7.64-7.77 (m, 2H), 8.15 (m, H), 8.25 (m, H), 8.59-8.76 (m, 3H), 8.82 (d, H), 9.31 (s, 2H). IC50=13 nM.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08258130B2 |
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| 出典データセット | uspto-grants-2012_09 |
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| ORD ID | ord-ea4e828aed144f28b954f2a476182bed |
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| 出典メモ | uspto-grants-2012_09 |
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