Trimethylsilylacetylene → 2-Methyl-5-((trimethylsilyl)ethynyl)pyrimidine

HRID 1992329노트

반응식

HRID 1992329 반응식
Br[C:2]1[CH:3]=[N:4][C:5]([CH3:8])=[N:6][CH:7]=1.[CH3:9][Si:10]([C:13]#[CH:14])([CH3:12])[CH3:11]>CCN(CC)CC.C1COCC1.[Cu]I.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>[CH3:8][C:5]1[N:4]=[CH:3][C:2]([C:14]#[C:13][Si:10]([CH3:12])([CH3:11])[CH3:9])=[CH:7][N:6]=1

참가 물질

7

반응물 2

HCID 66111TrimethylsilylacetyleneHCID 143877445-Bromo-2-methylpyrimidine

생성물 1

HCID 668490422-Methyl-5-((trimethylsilyl)ethynyl)pyrimidine수율 72.5%

시약·촉매·용매 4

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 178418476HCID 178418476, 화합물촉매HCID 8028Tetrahydrofuran용매HCID 8471Triethylamine용매

실험 절차

5-Bromo-2-methyl-pyrimidine (prepared according to UK patent application GB 2 157 288) (0.2 g, 1.16 mmol), (trimethylsilyl)acetylene (164 μL, 1.3 mmol), CuI (0.022 g, 0.116 mmol) and PdCl2(PPh3)2 (0.082 g, 0.116 mmol) in Et3N (2 mL) and THF (2 mL) were stirred at 80° C. for 4 h. After cooling, the solvents were removed under vacuum and the residue chromatographed to give the subtitle compound (0.16 g, 50%).

후처리

  1. temperatureAfter cooling
  2. customthe solvents were removed under vacuum
  3. customthe residue chromatographed

출처 및 근거

ORD 기록
ord-2d1ac28195a04daf8e1abe61b4d0bf52
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07648992B2

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