反応式
[CH2:1]([C:8]1[C:13](I)=[CH:12][CH:11]=[C:10]([N:15]2[CH2:19][C@@H:18]([O:20][CH3:21])[C@H:17]([OH:22])[CH2:16]2)[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCCCCC.C([Li])CCC.[CH3:34][N:35]1[CH2:40][CH2:39][C:38](=[O:41])[CH2:37][CH2:36]1>C(OCC)C>[CH2:1]([C:8]1[C:13]([C:38]2([OH:41])[CH2:39][CH2:40][N:35]([CH3:34])[CH2:36][CH2:37]2)=[CH:12][CH:11]=[C:10]([N:15]2[CH2:19][C@@H:18]([O:20][CH3:21])[C@H:17]([OH:22])[CH2:16]2)[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
実験手順
To a mixture of 500 mg of 2-benzyl-3-iodo-6-[(3R,4R)-3-hydroxy-4-methoxypyrrolidin-1-yl]pyridine (Production Example 1) and 10 ml of diethyl ether was added dropwise 1.99 ml of a 2.45 M hexane solution of n-butyllithium at −78° C. After stirring at the same temperature for 30 minutes, a solution of 552 mg of 1-methyl-4-piperidone in 3 ml of diethyl ether was added dropwise thereto. After stirring at the same temperature for 30 minutes, the temperature was elevated to room temperature. The organic layer was separated by adding water and ethyl acetate to the reaction mixture, and then it was washed with water and brine, dried over anhydrous magnesium sulfate and the solvent was removed. The residue was purified by NH-silica gel column chromatography with 5% methanol/ethyl acetate, to give 125 mg of the title compound.
後処理
- stirringAfter stirring at the same temperature for 30 minutes
- customwas elevated to room temperature
- customThe organic layer was separated
- additionby adding water and ethyl acetate to the reaction mixture
- washit was washed with water and brine
- dry with materialdried over anhydrous magnesium sulfate
- customthe solvent was removed
- customThe residue was purified by NH-silica gel column chromatography with 5% methanol/ethyl acetate
出典と根拠
- ORDレコード
- ord-85f3a0ea4d0842cc86bc3566a4b7d3a1
- 出典データセット
- uspto-grants-2006_09
- 特許番号
- US07112593B2
関連ノート
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