Dichloromethane → methyl 1-(4-fluorophenyl)-1H-indazole-5-carboxylate

HRID 218173ノート

反応式

HRID 218173 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([C:17]([OH:19])=[O:18])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.Cl[CH2:21]Cl.C[Si](C=[N+]=[N-])(C)C>CO.C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([C:17]([O:19][CH3:21])=[O:18])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 6344DichloromethaneHCID 167693TrimethylsilyldiazomethaneHCID 596259981-(4-fluorophenyl)-1H-indazole-5-carboxylic acid

生成物 1

HCID 67006037methyl 1-(4-fluorophenyl)-1H-indazole-5-carboxylate収率 73%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred suspension of the 1-(4-fluorophenyl)-1H-indazole-5-carboxylic acid (0.22 g, 0.81 mmol) in methanol (5 mL), THF (5 mL), and dichloromethane (5 mL) was added (trimethylsilyl)diazomethane solution (2M in diethyl ether, 1 mL, 2 mmol) dropwise at rt. The reaction mixture was stirred at rt for 1 hr and carefully quenched by the slow addition of acetic acid. Concentration under reduced pressure and titration with methanol gave methyl 1-(4-fluorophenyl)-1H-indazole-5-carboxylate (0.16 g, 0.59 mmol, 73% yield) as a white solid.

後処理

  1. customcarefully quenched by the slow addition of acetic acid
  2. concentrationConcentration under reduced pressure and titration with methanol

出典と根拠

ORDレコード
ord-b12ecaea493745ed9c3a366232dbaf61
出典データセット
uspto-grants-2012_06
特許番号
US08198311B2

反応ノート

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