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Ammonium Chloride → C-{6-Fluoro-3-[(E)-2-(3-fluorophenyl)-vinyl]-1H-indazol-5-yl}-methylamine

HRID 34040
ノート
印刷プレビュー

反応式

HRID 34040 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-].[F:11][C:12]1[CH:20]=[C:19]2[C:15]([C:16](/[CH:21]=[CH:22]/[C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=3)=[N:17][NH:18]2)=[CH:14][C:13]=1[C:30]#[N:31].[Cl-].[NH4+]>O1CCCC1.C(OC(=O)C)C>[F:11][C:12]1[CH:20]=[C:19]2[C:15]([C:16](/[CH:21]=[CH:22]/[C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=3)=[N:17][NH:18]2)=[CH:14][C:13]=1[CH2:30][NH2:31]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 25517Ammonium ChlorideHCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydrideHCID 59797063HCID 59797063、化合物

生成物 1

HCID 59797158C-{6-Fluoro-3-[(E)-2-(3-fluorophenyl)-vinyl]-1H-indazol-5-yl}-methylamine収率 32.9%

試薬・触媒・溶媒 2

HCID 8028
Tetrahydrofuran
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

To a suspension of 5 mg of lithium aluminum hydride in 1 mL of tetrahydrofuran was added 13 mg of aluminum chloride (III), followed by 9 mg of 6-fluoro-3-[(E)-2-(3-fluorophenyl)-vinyl]-1H-indazole-5-carbonitrile obtained by Example 100, and stirred at room temperature overnight. After adding saturated aqueous ammonium chloride, the reaction solution was added with 15 mL of ethylacetate. The organic layer was washed successively with saturated aqueous sodium hydrogen carbonate (twice) and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was purified and separated by silica gel column chromatography (methanol:chloroform=1:9), to afford 3 mg of the title compound as a yellow oil.

後処理

  1. washThe organic layer was washed successively with saturated aqueous sodium hydrogen carbonate (twice) and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated
  4. customthe crude product was purified
  5. customseparated by silica gel column chromatography (methanol:chloroform=1:9)

出典と根拠

ORDレコード
ord-cd58fe877cfc4d6dabc66232e71745f6
出典データセット
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07429609B2

反応ノート

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