反応式
Cl[C:2]1[C:7]([I:8])=[C:6]([CH3:9])[N:5]=[C:4]([NH2:10])[N:3]=1.C(N(CC)CC)C.Cl.[NH2:19][CH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1>CCO.O>[I:8][C:7]1[C:2]([NH:19][CH:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[N:3][C:4]([NH2:10])=[N:5][C:6]=1[CH3:9]参加物
実験手順
To a suspension of 4-chloro-5-iodo-6-methylpyrimidin-2-amine (16.0 g, 59.3 mmol) in EtOH (200 mL) and H2O (250 mL) was added triethylamine (30.0 mL, 207.5 mmol) and 4-aminotetrahydropyran HCl salt (9.75 g, 71.2 mmol) successively. The reaction was heated to reflux, stirred for 72 h, and then cooled to RT. About 80% of the solvent was evaporated under reduced pressure. The mixture was partitioned between ethyl acetate and H2O. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo to afford the crude product. The product was purified by a flash chromatography (50% ethyl acetate/hexanes to 100% ethyl acetate) to afford 5-iodo-6-methyl-N4-(tetrahydro-2H-pyran-4-yl)pyrimidine-2,4-diamine as a light yellow crystal (yield: 10.23 g, 51.7%). LC/MS: calculated for C10H15IN4O (334.03). found: 335.08 (MH+). HPLC analytical purity: >99.0%.
後処理
- temperatureThe reaction was heated
- temperatureto reflux
- customAbout 80% of the solvent was evaporated under reduced pressure
- customThe mixture was partitioned between ethyl acetate and H2O
- dry with materialThe organic layer was dried over anhydrous sodium sulfate
- concentrationconcentrated in vacuo
- customto afford the crude product
- customThe product was purified by a flash chromatography (50% ethyl acetate/hexanes to 100% ethyl acetate)
出典と根拠
- ORDレコード
- ord-2ca2efa525ca4b29b8ac6868fb6fd18a
- 出典データセット
- uspto-grants-2012_01
- 特許番号
- US08101622B2
関連ノート
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