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HCID 23365834、化合物 → Methyl 4-[6-(2-cyclopentylacetamido)-3-oxo-2-propyl-2H,3H-indazol-1-ylmethyl]-3-methoxybenzoate

HRID 1080809
ノート
印刷プレビュー

反応式

HRID 1080809 の反応式
[CH2:1]([N:4]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][C:8]([NH:14][C:15](=[O:22])[CH2:16][CH:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)=[CH:9][CH:10]=2)[N:5]1[CH2:23][C:24]1[CH:33]=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[CH:26][C:25]=1[O:34][CH3:35])[CH:2]=[CH2:3]>C(OCC)(=O)C.[Pd]>[CH:17]1([CH2:16][C:15]([NH:14][C:8]2[CH:7]=[C:6]3[C:11]([C:12](=[O:13])[N:4]([CH2:1][CH2:2][CH3:3])[N:5]3[CH2:23][C:24]3[CH:33]=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[CH:26][C:25]=3[O:34][CH3:35])=[CH:10][CH:9]=2)=[O:22])[CH2:18][CH2:19][CH2:20][CH2:21]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 23365834HCID 23365834、化合物

生成物 1

HCID 23365844Methyl 4-[6-(2-cyclopentylacetamido)-3-oxo-2-propyl-2H,3H-indazol-1-ylmethyl]-3-methoxybenzoate収率 84%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

Palladium-on-carbon (5% w/w, 0.095 g.) was added to a solution of methyl 4-[2-allyl-6-(2-cyclopentylacetamido)-3-oxo-2H,3H-indazol-1-ylmethyl]-3-methoxybenzoate (0.462 g.) in ethyl acetate (20 ml.). The mixture was hydrogenated at 1.1 bar for 5 hours. The catalyst was removed by filtration through diatomaceous earth, the filtrate evaporated and the residue purified by flash chromatography on silica gel (40 g.), eluting with 1:3:7 v/v/v acetic acid:ethyl acetate:dichloromethane. The chromatographed product was dissolved in acetone and toluene, and the solution evaporated to give the title compound in 84% yield, as a solid glass, m.p. 74.5°-77° C.

後処理

  1. customThe catalyst was removed by filtration through diatomaceous earth
  2. customthe filtrate evaporated
  3. customthe residue purified by flash chromatography on silica gel (40 g.)
  4. washeluting with 1:3:7 v/v/v acetic acid
  5. dissolutionThe chromatographed product was dissolved in acetone
  6. customtoluene, and the solution evaporated

出典と根拠

ORDレコード
ord-89e1cb6062b140e6a83c7e4a6a684e0d
出典データセット
uspto-grants-1996_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05583152

反応ノート

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