Potassium Carbonate → 5-Bromo-2-(2-fluorophenyl)pyrimidine

HRID 42024

반응식

HRID 42024 반응식
[Br:1][C:2]1[CH:3]=[N:4][C:5](I)=[N:6][CH:7]=1.[F:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1B(O)O.C([O-])([O-])=O.[K+].[K+]>O1CCOCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Br:1][C:2]1[CH:3]=[N:4][C:5]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[F:9])=[N:6][CH:7]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 27343542-Fluorophenylboronic acidHCID 70066515-Bromo-2-iodopyrimidine

생성물 1

HCID 497586955-Bromo-2-(2-fluorophenyl)pyrimidine수율 71.4%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 312751,4-Dioxane용매

반응 조건

온도
110 °C

실험 절차

A mixture of 5-bromo-2-iodopyrimidine (2.58 mmol, 0.500 g), 2-fluorophenylboronic acid (3.87 mmol, 0.542 g), 2M aqueous solution of K2CO3 (7.76 mmol, 3.9 ml), Pd(PPh3)4 in dioxane (12 ml) was heated at 110° C. overnight. The solvent was evaporated and the solid residue was extracted between water and ethyl acetate. The organic phase was evaporated and the crude residue was purified by chromatography over SiO2 eluting with hexane/ethyl acetate mixtures affording 0.466 g (yield 56%) of the expected product.

후처리

  1. customThe solvent was evaporated
  2. extractionthe solid residue was extracted between water and ethyl acetate
  3. customThe organic phase was evaporated
  4. customthe crude residue was purified by chromatography over SiO2 eluting with hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-db65dc6d4e8a4422803c0cb854df8532
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536165B2

연결된 노트

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