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

HRID 560290ノート

反応式

HRID 560290 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-94e798d7b7f048bd93d3d1b9dae2b6e4
出典データセット
uspto-grants-2011_11
特許番号
US08063099B2

反応ノート

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