Toluene → 2-(4-Bromo-2-fluorophenyl)pyrimidine

HRID 1038104노트

반응식

HRID 1038104 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[C:4]([F:11])[CH:3]=1.Br[C:13]1[N:18]=[CH:17][CH:16]=[CH:15][N:14]=1.C(=O)([O-])[O-].[Na+].[Na+].C1(C)C=CC=CC=1>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:13]2[N:18]=[CH:17][CH:16]=[CH:15][N:14]=2)=[C:4]([F:11])[CH:3]=1

참가 물질

6

반응물 4

HCID 1140TolueneHCID 10340Sodium CarbonateHCID 783452-BromopyrimidineHCID 27733334-Bromo-2-fluorobenzeneboronic acid

생성물 1

HCID 576857022-(4-Bromo-2-fluorophenyl)pyrimidine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

4-Bromo-2-fluorophenyl boronic acid (2AB) (3.0 g, 13.71 mmol, 1 equiv), 2-bromopyrimidine (1AB) (6.54 g, 41.13 mmol, 3 equiv), and 2M sodium carbonate (34 mL) were added in a pressure vessel (350 mL) and a (1v:1v) mixture of toluene and ethanol (45 mL: 45 mL) was added. The mixture was then bubbled with nitrogen gas for about 10 minutes. Tetrakistriphenylphosphine palladium (0) (793 mg, 0.686 mmol, 0.05 equiv) was added to the mixture. The reaction vessel was tightly capped, placed in an oil bath at 90° C. and stirred overnight.

후처리

  1. additionwas added
  2. customThe mixture was then bubbled with nitrogen gas for about 10 minutes
  3. customThe reaction vessel was tightly capped
  4. customplaced in an oil bath at 90° C.

출처 및 근거

ORD 기록
ord-6c43dc03f62748e6911c519a5e2b221e
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546404B2

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