Diethyl Ether → 5-Ethynyl-2-methoxypyrimidine

HRID 1958755ノート

反応式

HRID 1958755 の反応式
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]#[C:10][Si](C)(C)C)=[CH:5][N:4]=1.[F-].[K+].C(OCC)C>CN(C=O)C.O>[C:9]([C:6]1[CH:5]=[N:4][C:3]([O:2][CH3:1])=[N:8][CH:7]=1)#[CH:10]

参加物

6

反応物 3

HCID 3283Diethyl EtherHCID 522689Potassium FluorideHCID 687422722-Methoxy-5-((trimethylsilyl)ethynyl)pyrimidine

生成物 1

HCID 722124485-Ethynyl-2-methoxypyrimidine

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

To a solution of 2-methoxy-5-((trimethylsilyl)ethynyl)pyrimidine (520 mg, 2.5 mmol) in DMF (10 mL) and water (1 mL) was added potassium fluoride (290 mg, 5 mmol) and the mixture was stirred at 0° C. for 1 h. Diethyl ether (100 mL) was added and the solution was washed with water (2×10 mL) and brine (10 mL), dried over MgSO4 and concentrated. The title compound was isolated by silica gel:chromatography (9:1 CH2Cl2/hexane) as a clear oil (120 mg, 36%). 1H NMR (400 MHz, CDCl3) δ 8.62 (s, 2H), 4.05 (s, 3H), 3.28 (s, 1H).

後処理

  1. washthe solution was washed with water (2×10 mL) and brine (10 mL)
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-52fa1ea3183c4df9b1e94989a1e9d9c0
出典データセット
uspto-grants-2013_04
特許番号
US08410150B2

反応ノート

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