Isobutyronitrile → (alphaS)-3-Fluoro-beta-[[1-(4-fluorophenyl)-1H-indazole-5-yl]oxy]-alpha-(2-methylpropyl)benzeneethanamine

HRID 13129

反応式

HRID 13129 の反応式
[NH2:1][C@@H:2]([CH2:12][CH:13]([CH3:15])[CH3:14])[CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[CH:6]=1)[OH:4].I[C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[N:22]([C:26]1[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=1)[N:21]=[CH:20]2.C(=O)([O-])[O-].[Cs+].[Cs+].C(#N)C(C)C>[Cu]I>[F:11][C:7]1[CH:6]=[C:5]([CH:3]([O:4][C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[N:22]([C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)[N:21]=[CH:20]3)[C@H:2]([CH2:12][CH:13]([CH3:15])[CH3:14])[NH2:1])[CH:10]=[CH:9][CH:8]=1

参加物

6

反応物 4

HCID 6559IsobutyronitrileHCID 10796Cesium carbonateHCID 592511281-(4-fluorophenyl)-5-iodo-1H-indazoleHCID 66812540(2S)-2-Amino-1-(3-fluorophenyl)-4-methyl-pentane-1-ol

生成物 1

HCID 66812773(alphaS)-3-Fluoro-beta-[[1-(4-fluorophenyl)-1H-indazole-5-yl]oxy]-alpha-(2-methylpropyl)benzeneethanamine収率 23.3%

試薬・触媒・溶媒 1

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒

実験手順

(2S)-2-Amino-1-(3-fluorophenyl)-4-methyl-pentane-1-ol (350 mg, 1.66 mmol), 5-iodo-1-(4-fluorophenyl)-1H-indazole (672.2 mg, 1.99 mmol), cesiumcarbonate (1.08 g, 3.31 mmol), copper (I)-iodide (157.8 mg, 0.83 mmol) and isobutyronitrile (1.75 mL) are stirred in a glass pressure tube at 120° C. for 20 h. The reaction mixture is filtered via a glass microfibre filter, the solvent evaporated and the residue purified by chromatography (silicagel, eluents: ethylacetate/methanol). 162.8 mg (23.3%) of the title compound are obtained.

後処理

  1. filtrationThe reaction mixture is filtered via a glass microfibre
  2. filtrationfilter
  3. customthe solvent evaporated
  4. customthe residue purified by chromatography (silicagel, eluents: ethylacetate/methanol)

出典と根拠

ORDレコード
ord-2f77677a013141f9a96d85bec8fd7e1c
出典データセット
uspto-grants-2010_06
特許番号
US07728030B2

関連ノート

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