Thionyl Chloride → 4-(chloromethyl)-N-cyclopropylpyridine-2-carboxamide
反応式
[CH:1]1([NH:4][C:5]([C:7]2[CH:12]=[C:11]([CH2:13]O)[CH:10]=[CH:9][N:8]=2)=[O:6])[CH2:3][CH2:2]1.S(Cl)([Cl:17])=O>>[Cl:17][CH2:13][C:11]1[CH:10]=[CH:9][N:8]=[C:7]([C:5]([NH:4][CH:1]2[CH2:3][CH2:2]2)=[O:6])[CH:12]=1参加物
3
実験手順
2.5 g (13.01 mmol) of N-cyclopropyl-4-(hydroxymethyl)pyridine-2-carboxamide (Example 52A) and 11.76 g (98.84 mmol) of thionyl chloride were combined and stirred at RT overnight. The reaction mixture was concentrated using a rotary evaporator. The residue was dissolved in ethyl acetate and washed once with saturated aqueous sodium bicarbonate solution. The organic phase was dried over magnesium sulfate, filtered and concentrated using a rotary evaporator. The residue was purified by column chromatography on silica gel 60 (mobile phase: cyclohexane/ethyl acetate 2/1).
後処理
- concentrationThe reaction mixture was concentrated
- customa rotary evaporator
- dissolutionThe residue was dissolved in ethyl acetate
- washwashed once with saturated aqueous sodium bicarbonate solution
- dry with materialThe organic phase was dried over magnesium sulfate
- filtrationfiltered
- concentrationconcentrated
- customa rotary evaporator
- customThe residue was purified by column chromatography on silica gel 60 (mobile phase: cyclohexane/ethyl acetate 2/1)
出典と根拠
- ORDレコード
- ord-62cf7e5595bb49c9ad538e15a1ea5daf
- 出典データセット
- uspto-grants-2015_11
- 特許番号
- US09187428B2
反応ノート
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