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

HRID 1992329ノート

反応式

HRID 1992329 の反応式
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

参加物

7

反応物 2

HCID 66111TrimethylsilylacetyleneHCID 143877445-Bromo-2-methylpyrimidine

生成物 1

HCID 668490422-Methyl-5-((trimethylsilyl)ethynyl)pyrimidine収率 72.5%

試薬・触媒・溶媒 4

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 178418476HCID 178418476、化合物触媒HCID 8028Tetrahydrofuran溶媒HCID 8471Triethylamine溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-2d1ac28195a04daf8e1abe61b4d0bf52
出典データセット
uspto-grants-2010_01
特許番号
US07648992B2

反応ノート

読み込み中…