Water → Methyl 6-chloro-1H-indazole-3-carboxylate

HRID 1827452ノート

反応式

HRID 1827452 の反応式
[CH3:1][O:2][C:3](=[O:16])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[NH:12]C(=O)C.[N:17](OC(C)(C)C)=O.O>C(O)(=O)C>[CH3:1][O:2][C:3]([C:4]1[C:5]2[C:6](=[CH:7][C:8]([Cl:11])=[CH:9][CH:10]=2)[NH:12][N:17]=1)=[O:16]

参加物

5

反応物 3

HCID 962WaterHCID 10906Tert-Butyl nitriteHCID 23577856HCID 23577856、化合物

生成物 1

HCID 23577858Methyl 6-chloro-1H-indazole-3-carboxylate収率 77%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a solution of (2-Acetylamino-4-chloro-phenyl)-acetic acid methyl ester )32.0 g, 133 mmol) in acetic acid (200 mL) stirred at 90 degree Celsius was added tert-butyl nitrite (20.5 mL, 172.3 mmol) over 1 hour. The reaction was poured into water (1.4 L) and the solids were recovered by filtration. The yellow precipitate was dissolved in EtOAc, then washed with saturated NaCl. The organic was dried over MgSO4, filtered, and concentrated to a solid. The solids were triturated with hexanes and filtered to afford the desired material (21.63 g, 77%).

後処理

  1. filtrationthe solids were recovered by filtration
  2. dissolutionThe yellow precipitate was dissolved in EtOAc
  3. washwashed with saturated NaCl
  4. dry with materialThe organic was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated to a solid
  7. customThe solids were triturated with hexanes
  8. filtrationfiltered

出典と根拠

ORDレコード
ord-b85b7095a4174357b13b9892950cd5a6
出典データセット
uspto-grants-2006_05
特許番号
US07053107B2

反応ノート

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