Potassium Carbonate → HCID 11550771、化合物

HRID 907111ノート

反応式

HRID 907111 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:13]=[C:12]2[C:8]([C:9]([CH:16]=[O:17])=[CH:10][N:11]2[CH2:14][CH3:15])=[CH:7][CH:6]=1)=[O:4].CC1C=CC(S([CH2:28][N+:29]#[C-:30])(=O)=O)=CC=1.C([O-])([O-])=O.[K+].[K+]>CO>[CH2:14]([N:11]1[C:12]2[C:8](=[CH:7][CH:6]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:13]=2)[C:9]([C:16]2[O:17][CH:30]=[N:29][CH:28]=2)=[CH:10]1)[CH3:15]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 161915Tosylmethyl isocyanideHCID 59425156Methyl 1-ethyl-3-formyl-1H-indole-6-carboxylate

生成物 1

HCID 11550771HCID 11550771、化合物収率 23%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1-Ethyl-3-formyl-1H-indole-6-carboxylic acid methyl ester (100 mg, 0.42 mmol), TOSMIC (100 mg, 0.52 mmol), K2CO3 (178 mg, 1.29 mmol), and MeOH (800 μL) were heated at 80° C. overnight. The reaction mixture was then partitioned between H2O and ether. After drying and concentrating the organic phase, the product was purified by silica gel chromatography (EtOAc/CH2Cl2, 10/90) to give methyl 1-ethyl-3-oxazol-5-yl-1H-indole-6-carboxylate (26 mg, 23%) as an off-white solid.

後処理

  1. customThe reaction mixture was then partitioned between H2O and ether
  2. customAfter drying
  3. concentrationconcentrating the organic phase
  4. customthe product was purified by silica gel chromatography (EtOAc/CH2Cl2, 10/90)

出典と根拠

ORDレコード
ord-4dcb3f1129f447a89eec41371d458b2c
出典データセット
uspto-grants-2011_09
特許番号
US08013006B2

反応ノート

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