Aluminium lithium hydride → 1-({2-[(2R)-4-(6-Fluoro-1-naphthyl)-2-methylpiperazinyl]ethyl}-3,4-dihydro-1H-2-benzopyran-6-yl)methanamine
反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([N:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH:20]3[C:25]4[CH:26]=[CH:27][C:28]([C:30]#[N:31])=[CH:29][C:24]=4[CH2:23][CH2:22][O:21]3)[C@H:14]([CH3:32])[CH2:13]1)=[CH:7][CH:6]=[CH:5]2.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([N:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH:20]3[C:25]4[CH:26]=[CH:27][C:28]([CH2:30][NH2:31])=[CH:29][C:24]=4[CH2:23][CH2:22][O:21]3)[C@H:14]([CH3:32])[CH2:13]1)=[CH:7][CH:6]=[CH:5]2参加物
4
反応物 2
生成物 1
試薬・触媒・溶媒 1
実験手順
To a stirred solution of 1-{2-[(2R)-4-(6-fluoro-1-naphthyl)-2-methyl-piperazinyl]ethyl}-3,4-dihydro-1H-2-benzopyran-6-carbonitrile (0.50 g, 1.2 mmol) in dry THF (4 mL) was added lithium aluminium hydride (1M solution in THF) (1.4 mL, 1.4 mmol) and the mixture stirred overnight at room temperature. The reaction was quenched by cautious addition of 2M sodium hydroxide, then extracted into chloroform. The combined organic extracts were dried (MgSO4), filtered and evaporated in vacuo. The crude product was purified by preparative LC-MS to yield the title compound as a yellow oil. M+H=480.
後処理
- customThe reaction was quenched by cautious addition of 2M sodium hydroxide
- extractionextracted into chloroform
- dry with materialThe combined organic extracts were dried (MgSO4)
- filtrationfiltered
- customevaporated in vacuo
- customThe crude product was purified by preparative LC-MS
出典と根拠
- ORDレコード
- ord-fb79df0ecfd842799dd09c5f28df9b6b
- 出典データセット
- uspto-grants-2008_02
- 特許番号
- US07335660B2
反応ノート
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