Potassium Carbonate → HCID 11550771, 화합물

HRID 907111노트

반응식

HRID 907111 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 11550771HCID 11550771, 화합물수율 23%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-4dcb3f1129f447a89eec41371d458b2c
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08013006B2

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