Triethylamine → Methyl 6-[(3-{[(benzyloxy)carbonyl](methyl)amino}propyl)(methyl)carbamoyl]pyridine-3-carboxylate
反応式
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]([C:11]([OH:13])=O)=[N:9][CH:10]=1)=[O:4].[CH2:14]([N:16](CC)CC)C.C(Cl)(=O)C(C)(C)C.CN[CH:30]([NH:33][CH3:34])[CH2:31][CH3:32].[CH2:35]([O:42][C:43](Cl)=[O:44])[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>C(Cl)Cl>[CH2:35]([O:42][C:43]([N:16]([CH3:14])[CH2:32][CH2:31][CH2:30][N:33]([CH3:34])[C:11]([C:8]1[N:9]=[CH:10][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:6][CH:7]=1)=[O:13])=[O:44])[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1参加物
反応物 5
生成物 1
試薬・触媒・溶媒 1
実験手順
5-(Methoxycarbonyl)pyridine-2-carboxylic acid (700 mg, 3.86 mmol) was dissolved in methylene chloride (40 mL), triethylamine (0.805 mL, 5.79 mmol) and pivaloyl chloride (0.524 mL, 4.25 mmol) were added under ice cooling, and the mixture was stirred at room temperature for 15 minutes. The reaction mixture was added dropwise to a solution of N,N′-dimethylpropanediamine (1.18 g, 11.6 mmol) in methylene chloride (40 mL) under ice cooling, and the mixture was stirred overnight at room temperature. Triethylamine (4.03 mL, 29.0 mmol) and benzyloxycarbonyl chloride (4.14 mL, 29.0 mmol) were added under ice cooling, and the mixture was stirred at room temperature for 2 hours. The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:3→0:100, v/v) to give the title compound (1.23 g; yield, 80%) as a colorless oily substance.
後処理
- stirringthe mixture was stirred overnight at room temperature
- stirringthe mixture was stirred at room temperature for 2 hours
- customThe solvent was evaporated under reduced pressure
- customthe resulting residue was purified by silica gel column chromatography (hexane
出典と根拠
- ORDレコード
- ord-b5c48cd6865443eebb047be2d85aa929
- 出典データセット
- uspto-grants-2013_07
- 特許番号
- US08476253B2
反応ノート
読み込み中…