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N,N-Diethylethylenediamine → 5-Amino-pyridine-2-carboxylic acid (2-diethylamino-ethyl)-amide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N,N-Diethylethylenediamine | HCID 60993 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 5-Aminopyridine-2-carboxylic acid | HCID 4179726 | — |
| 反応物 | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 5-Amino-pyridine-2-carboxylic acid (2-diethylamino-ethyl)-amide | HCID 59023116 | — |
反応手順
The 5-amino-pyridine-2-carboxylic acid is coupled to N,N-diethyl-ethane-1,2-diamine (0.47 mL, 3.32 mmol), in the presence of O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (1.26 g, 3.33 mmol), and DIPEA (0.59 mL, 3.33 mmol) in THF (10 mL). The mixture is stirred at room temperature for 48 hours. The solvent is removed in vacuo and the residue partitioned between water-EtOAc. The organic layer is dried over MgSO4, filtered and concentrated to give a residue purified by silica gel column chromatography. 5-Amino-pyridine-2-carboxylic acid (2-diethylamino-ethyl)-amide is isolated (394 mg, 100%) eluting with 96:4 DCM:NH3 (7M in MeOH).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07893058B2 |
| 出典データセット | uspto-grants-2011_02 |
| ORD ID | ord-f783a01ec2e743d0874b10a7185f324b |
| 出典メモ | uspto-grants-2011_02 |