Ethyl Acetate → HCID 59579876, 화합물

HRID 2279650노트

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HRID 2279650 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 59579876HCID 59579876, 화합물

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매HCID 312751,4-Dioxane용매

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온도
110 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-ae8bcc6532d840c49027d8df428a923e
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133204B2

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