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

HRID 42024

反応式

HRID 42024 の反応式
[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

参加物

6

反応物 3

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

生成物 1

HCID 497586955-Bromo-2-(2-fluorophenyl)pyrimidine収率 71.4%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、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 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.

後処理

  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

出典と根拠

ORDレコード
ord-db65dc6d4e8a4422803c0cb854df8532
出典データセット
uspto-grants-2013_09
特許番号
US08536165B2

関連ノート

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