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

HRID 1669664노트

반응식

HRID 1669664 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-c38046dff2b84bc6845749fbd42f3708
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989620B2

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