Iodoethane → 1,3-diethyl-1H-indazole-6-carboxylic acid methoxy-methyl-amide

HRID 2113722ノート

反応式

HRID 2113722 の反応式
[CH3:1][C:2](C)([O-])C.[K+].ICC.[CH3:10][O:11][N:12]([CH3:26])[C:13]([C:15]1[CH:23]=[C:22]2[C:18]([C:19]([CH2:24][CH3:25])=[N:20][NH:21]2)=[CH:17][CH:16]=1)=[O:14].C(OCC)(=O)C>C1COCC1>[CH3:10][O:11][N:12]([CH3:26])[C:13]([C:15]1[CH:23]=[C:22]2[C:18]([C:19]([CH2:24][CH3:25])=[N:20][N:21]2[CH2:1][CH3:2])=[CH:17][CH:16]=1)=[O:14]

参加物

6

反応物 4

HCID 6340IodoethaneHCID 8857Ethyl AcetateHCID 23665647Potassium tert-butoxideHCID 178438012HCID 178438012、化合物

生成物 1

HCID 598108331,3-diethyl-1H-indazole-6-carboxylic acid methoxy-methyl-amide収率 111.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A mixture of potassium tert-butoxide (0.144 g, 1.28 mmol) and iodoethane (0.20 g, 1.28 mmol) in THF (1 mL) was added to a solution of 3-ethyl-1H-indazole-6-carboxylic acid methoxy-methyl-amide (0.20 g, 0.86 mmol) in THF (3 mL) and the resulting mixture stirred at room temperature for 16 hours. Ethyl acetate (30 mL) was then added and the product was extracted with 0.5 N HCl (10 mL). The aqueous layer was then re-extracted with ethyl acetate (30 mL). The organics were combined, dried, filtered and concentrated to afford 250 mg of 1,3-diethyl-1H-indazole-6-carboxylic acid methoxy-methyl-amide that was used without further purification.

後処理

  1. extractionthe product was extracted with 0.5 N HCl (10 mL)
  2. extractionThe aqueous layer was then re-extracted with ethyl acetate (30 mL)
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-5fbfcbd2e161455e8c12ef604d297d23
出典データセット
uspto-grants-2008_10
特許番号
US07432266B2

反応ノート

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