Ethyl Acetate → HCID 59579876、化合物

HRID 2279650ノート

反応式

HRID 2279650 の反応式
[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9](Br)=[N:8][C:7]=1[C:12]([F:15])([F:14])[F:13])=[O:5])[CH3:2].C([Sn](CCCC)(CCCC)[C:21]1[N:26]=[CH:25][CH:24]=[CH:23][N:22]=1)CCC.[F-].[K+].CCOC(C)=O>O1CCOCC1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]([C:21]2[N:26]=[CH:25][CH:24]=[CH:23][N:22]=2)=[N:8][C:7]=1[C:12]([F:15])([F:14])[F:13])=[O:5])[CH3:2]

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 522689Potassium FluorideHCID 27632512-(Tributylstannyl)pyrimidineHCID 132827592-Bromo-4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester

生成物 1

HCID 59579876HCID 59579876、化合物

試薬・触媒・溶媒 2

HCID 178418476HCID 178418476、化合物触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
110 °C

実験手順

A mixture of 2-bromo-4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester (303 mg), 2-tributylstannanyl-pyrimidine (553 mg) and dichlorobis(triphenylphosphine)-palladium (II) (70 mg) in dioxane (5 mL) is heated at 110° C. in a sealed tube overnight. After the reaction mixture is cooled, a potassium fluoride solution and EtOAc are added and the mixture is stirred for 1 h and filtered. The organic layer is separated and aqueous layer is extracted with EtOAc once. The combined extracts are concentrated and the residue is purified by chromatography (silica gel, 4:1 Hexane and EtOAc) to give the title compound.

後処理

  1. temperatureAfter the reaction mixture is cooled
  2. filtrationfiltered
  3. customThe organic layer is separated
  4. extractionaqueous layer is extracted with EtOAc once
  5. concentrationThe combined extracts are concentrated
  6. customthe residue is purified by chromatography (silica gel, 4:1 Hexane and EtOAc)

出典と根拠

ORDレコード
ord-ae8bcc6532d840c49027d8df428a923e
出典データセット
uspto-grants-2015_09
特許番号
US09133204B2

反応ノート

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