1,2-Dichloroethane → methyl 1H-indazole-6-carboxylate

HRID 14163

反応式

HRID 14163 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([OH:12])=[O:11])[CH:8]=2)[CH:3]=[N:2]1.[CH2:13](Cl)CCl.C1C=CC2N(O)N=NC=2C=1.C(N(CC)CC)C>C(Cl)Cl.CO>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([O:12][CH3:13])=[O:11])[CH:8]=2)[CH:3]=[N:2]1

参加物

7

反応物 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 162279381H-indazole-6-carboxylic acid

生成物 1

HCID 286535methyl 1H-indazole-6-carboxylate収率 87.9%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
40 °C

実験手順

To a mixture of 1H-indazole-6-carboxylic acid (1.0 g) in methylene chloride (15 mL) was added EDC (1.8 g), HOBT (1.27 g), and triethylamine (1.29 mL). The mixture was heated to 40° C. for 30 minutes at which time methanol (10.0 mL) was added. The mixture was stirred at 40° C. for 18 h. The mixture was removed from heat, cooled to room temperature and poured into methylene chloride. The mixture was washed twice with water then brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 0.955 g of the title compound: 1H NMR (CDCl3) δ 3.98, 7.81, 7.86, 8.16, 8.29, 10.6.

後処理

  1. additionwas added
  2. customThe mixture was removed
  3. temperaturefrom heat
  4. temperaturecooled to room temperature
  5. additionpoured into methylene chloride
  6. washThe mixture was washed twice with water
  7. dry with materialbrine, dried over anhydrous sodium sulfate
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-6a1bc93ee637409f95728a186a28d160
出典データセット
uspto-grants-2010_06
特許番号
US07727997B2

関連ノート

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