5-Nitro-3-phenyl-1H-indazole → 3-Phenyl-1H-indazol-5-amine

HRID 1272732

反応式

HRID 1272732 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[C:7]2[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([O-])=O>C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[C:7]2[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

4

反応物 1

HCID 6174445-Nitro-3-phenyl-1H-indazole

生成物 1

HCID 224801043-Phenyl-1H-indazol-5-amine収率 88%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

A suspension of 5-nitro-3-phenyl-1H-indazole (0.239 g, 1.0 mmol) and palladium (10 wt % on activated carbon, 30 mg) in ethyl acetate (10 mL) was stirred under hydrogen at ambient temperature for 18 hours. It was filtered with celite and washed with ethyl acetate. The filtrate was concentrated and the residue was then purified by chromatography (SiO2, 30–50% ethyl acetate/hexane) to provide the title compound (0.184 g, 88% yield): mp 104° C.; 1H NMR (CDCl3) δ 10.40 (br s, 1H), 7.94 (d, 2H), 7.51 (m, 2H), 7.20–7.42 (m, 3H), 6.90 (m, 1H), 3.6 (br, 2H); EI-MS (m/z) 209 [M]+.

後処理

  1. filtrationIt was filtered with celite
  2. washwashed with ethyl acetate
  3. concentrationThe filtrate was concentrated
  4. customthe residue was then purified by chromatography (SiO2, 30–50% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-f229d86b9cb7419fb9d0b87e204e3d62
出典データセット
uspto-grants-2007_04
特許番号
US07208513B2

関連ノート

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