2-Amino-5-methylthiazole → Ethyl 2,6-dimethylimidazo[2,1-b]thiazole-5-carboxylate

HRID 560290노트

반응식

HRID 560290 반응식
[CH3:1][C:2]1[S:6][C:5]([NH2:7])=[N:4][CH:3]=1.[CH2:8]([O:10][C:11](=[O:17])[CH:12](Br)[C:13](=O)[CH3:14])[CH3:9]>CC(C)=O>[CH2:8]([O:10][C:11]([C:12]1[N:4]2[C:5]([S:6][C:2]([CH3:1])=[CH:3]2)=[N:7][C:13]=1[CH3:14])=[O:17])[CH3:9]

참가 물질

4

반응물 2

HCID 3517702-Amino-5-methylthiazoleHCID 11206579Ethyl 2-bromo-3-oxobutanoate

생성물 1

HCID 15026034Ethyl 2,6-dimethylimidazo[2,1-b]thiazole-5-carboxylate

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 5-methyl-2-aminothiazole (7.09 mmol) and 2-bromo-3-oxo-butyric acid ethyl ester (8.51 mmol) in acetone (17 mL) is stirred for 16 h at RT and for additional 7 h at reflux. The solvents are removed in vacuo, chloroform and sat aq. NaHCO3 solution are added, the layers are separated and the aq. layer is extracted with chloroform. The combined organic layers are dried over MgSO4 and concentrated in vacuo to give a crude product which is purified by FC (heptane to heptane/EtOAc 6/4). LC-MS: tR=0.80 min; [M+H]+=225.3.

후처리

  1. temperatureat reflux
  2. customThe solvents are removed in vacuo, chloroform
  3. additionare added
  4. customthe layers are separated
  5. extractionthe aq. layer is extracted with chloroform
  6. dry with materialThe combined organic layers are dried over MgSO4
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-94e798d7b7f048bd93d3d1b9dae2b6e4
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063099B2

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