5-Fluoro-6-isopropenyl-pyridin-2-ylamine → 5-Fluoro-6-isopropylpyridin-2-amine
反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:11])=[N:6][C:7]=1[C:8]([CH3:10])=[CH2:9].[H][H]>CO.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:11])=[N:6][C:7]=1[CH:8]([CH3:9])[CH3:10]参加物
5
実験手順
To a solution of 5-fluoro-6-isopropenyl-pyridin-2-ylamine (crude from last step, 4.45 mmol) in methanol (13.5 mL) was added 10% palladium on carbon (95 mg) at room temperature. A hydrogen balloon (1 atm) was attached and the mixture was stirred overnight. After 18 h, the mixture was filtered over Celite, concentrated on to silica gel, and chromatographed (10% to 40% EtOAc in hexanes) to give 5-fluoro-6-isopropylpyridin-2-amine (470 mg, 69% over two steps). 1H NMR (400 MHz, CHLOROFORM-d6) δ ppm 7.12 (t, J=9.2 Hz, 1H), 6.30 (dd, J=8.5, 3.0 Hz, 1H), 4.31 (br. s, 2H), 4.15 (m, 1H), 1.26 (d, J=7.2 Hz, 6H).
後処理
- waitAfter 18 h
- filtrationthe mixture was filtered over Celite
- concentrationconcentrated on to silica gel
- customchromatographed (10% to 40% EtOAc in hexanes)
出典と根拠
- ORDレコード
- ord-6a58a3074d544a7988729e965309648a
- 出典データセット
- uspto-grants-2014_12
- 特許番号
- US08901124B2
反応ノート
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