Cesium fluoride → 4-(5-Pyrimidin-2-yl-thiazol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester

HRID 1038033

反応式

HRID 1038033 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[S:15][C:16](Br)=[CH:17][N:18]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([Sn](CCCC)(CCCC)[C:25]1[N:30]=[CH:29][CH:28]=[CH:27][N:26]=1)CCC.[F-].[Cs+]>C(PC(C)(C)C)(C)(C)C.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[S:15][C:16]([C:25]3[N:30]=[CH:29][CH:28]=[CH:27][N:26]=3)=[CH:17][N:18]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 25953Cesium fluorideHCID 27632512-(Tributylstannyl)pyrimidineHCID 34180719Tert-butyl 4-(5-bromo-1,3-thiazol-2-yl)piperazine-1-carboxylate

生成物 1

HCID 595113564-(5-Pyrimidin-2-yl-thiazol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 86614436Di-t-butylphosphine palladium触媒

反応条件

温度
90 °C

実験手順

A round bottom flask containing 4-(5-bromo-thiazol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester (100 mg, 0.29 mmol), 2-tributylstannanyl-pyrimidine (130 mg, 0.36 mmol), cesium fluoride (85 mg, 0.56 mmol) and palladium di-tert-butylphosphine was degassed three times with Ar. Dioxane was added and the formed reaction mixture was stirred at 90° C. overnight under Ar. Then the reaction mixture was filter through celite and the solvent was removed under vacuum and crude product was used directly in the next step.

後処理

  1. customwas degassed three times with Ar
  2. additionDioxane was added
  3. customthe formed reaction mixture
  4. filtrationThen the reaction mixture was filter through celite
  5. customthe solvent was removed under vacuum and crude product

出典と根拠

ORDレコード
ord-0fa3a91681314b309e1665df91b7da55
出典データセット
uspto-grants-2013_10
特許番号
US08546404B2

関連ノート

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