反応式
Br.[Br:2][C:3]1[CH:4]=[C:5]([CH2:10]Br)[C:6]([NH2:9])=[N:7][CH:8]=1.[NH:12]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15].C(N(CC)CC)C>CC#N>[CH2:17]([O:16][C:14](=[O:15])[CH2:13][N:12]([CH2:10][C:5]1[C:6]([NH2:9])=[N:7][CH:8]=[C:3]([Br:2])[CH:4]=1)[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH3:18]参加物
5
実験手順
A suspension of 5-bromo-3-bromomethyl-pyridin-2-ylamine hydrobromide (12.0 g, 34.6 mmol) and diethyl iminodiacetate (7.0 mL, 39.1 mmol) in CH3CN (350 mL) was treated with triethylamine (10.7 mL, 76.1 mmol). After stirring at room temperature under N2 for 4 h, the solvent was removed in vacuo. The resulting yellow slurry was partitioned between H2O (400 mL) and EtOAc (400 mL), and the aqueous layer was extracted with EtOAc (200 mL). The combined organic layers were washed with brine (100 mL), dried over Na2SO4, filtered and the solvent was removed in vacuo. Purification by flash column chromatography (silica gel, CH2Cl2/MeOH, 99:1) gave the title compound (6.55 g, 51%) as a light tan oil: MS (ESI) m/e 374 (M+H)+.
後処理
- customthe solvent was removed in vacuo
- customThe resulting yellow slurry was partitioned between H2O (400 mL) and EtOAc (400 mL)
- extractionthe aqueous layer was extracted with EtOAc (200 mL)
- washThe combined organic layers were washed with brine (100 mL)
- dry with materialdried over Na2SO4
- filtrationfiltered
- customthe solvent was removed in vacuo
- customPurification by flash column chromatography (silica gel, CH2Cl2/MeOH, 99:1)
出典と根拠
- ORDレコード
- ord-366cd80ac872488d80edf53025b8836b
- 出典データセット
- uspto-grants-2011_02
- 特許番号
- US07879872B2
関連ノート
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