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Water → methyl 3-(4-(2,3-dihydro-1H-inden-2-yloxy)-2-cyano-5-(1-methyl-1H-indazol-5-yl)phenyl)propanoate

HRID 1620028
ノート
印刷プレビュー

反応式

HRID 1620028 の反応式
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[O:10][C:11]1[C:16]([C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[N:22]([CH3:26])[N:21]=[CH:20]3)=[CH:15][C:14]([CH2:27][CH2:28][C:29]([O:31][CH3:32])=[O:30])=[C:13](OS(C(F)(F)F)(=O)=O)[CH:12]=1.C(=O)([O-])[O-].[Na+].[Na+].O.C(OCC)(=O)C.[CH3:54][N:55](C)C(=O)C>C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[O:10][C:11]1[C:16]([C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[N:22]([CH3:26])[N:21]=[CH:20]3)=[CH:15][C:14]([CH2:27][CH2:28][C:29]([O:31][CH3:32])=[O:30])=[C:13]([C:54]#[N:55])[CH:12]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 962WaterHCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 31374DimethylacetamideHCID 86640868Methyl 3-(4-(2,3-dihydro-1H-inden-2-yloxy)-5-(1-methyl-1H-indazol-5-yl)-2-(trifluoromethylsulfonyloxy)phenyl)propanoate

生成物 1

HCID 66877829
methyl 3-(4-(2,3-dihydro-1H-inden-2-yloxy)-2-cyano-5-(1-methyl-1H-indazol-5-yl)phenyl)propanoate

試薬・触媒・溶媒 1

HCID 167845palladium(II) acetate触媒

反応条件

温度
120 °C

実験手順

A solution of Intermediate 6 (30 mg) in N,N-dimethylacetamide (1 ml) was added with K4[Fe(CN)6]·3H2O (6.6 mg, Ald), sodium carbonate (5.5 mg), and palladium acetate (1.1 mg, WAKO), and stirred at 120° C. for 5 hours. The reaction mixture was added with water (3 ml), and ethyl acetate (3 ml×2) for extraction, and then successively washed with saturated aqueous sodium hydrogencarbonate, saturated aqueous ammonium chloride, and saturated brine, the organic layer was dried, and then the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (Yamazen, n-hexane:ethyl acetate=3:1), and the solvent was evaporated under reduced pressure by using a rotary evaporator to obtain the title compound (yield: 10 mg).

後処理

  1. washsuccessively washed with saturated aqueous sodium hydrogencarbonate, saturated aqueous ammonium chloride, and saturated brine
  2. customthe organic layer was dried
  3. customthe solvent was evaporated under reduced pressure
  4. customThe residue was purified by column chromatography (Yamazen, n-hexane:ethyl acetate=3:1)
  5. customthe solvent was evaporated under reduced pressure
  6. customa rotary evaporator

出典と根拠

ORDレコード
ord-4c36a953f23d4630965b234aadfc7ada
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08772327B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート