Sodium Cyanide → 4-Cyclopropylpyrimidine-2-carbonitrile

HRID 931126ノート

反応式

HRID 931126 の反応式
[N:1]1(C2CCCCCCC2)[CH2:8]CCCCCN1.Cl[C:18]1[N:23]=[C:22]([CH:24]2[CH2:26][CH2:25]2)[CH:21]=[CH:20][N:19]=1.[C-]#N.[Na+]>CS(C)=O.O>[CH:24]1([C:22]2[CH:21]=[CH:20][N:19]=[C:18]([C:8]#[N:1])[N:23]=2)[CH2:26][CH2:25]1

参加物

6

反応物 3

HCID 8929Sodium CyanideHCID 249019152-Chloro-4-cyclopropylpyrimidineHCID 66583054Diazabicyclooctane

生成物 1

HCID 670586444-Cyclopropylpyrimidine-2-carbonitrile収率 803.7%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒2 回HCID 962Water溶媒2 回

実験手順

To a solution of diazabicyclooctane (0.013 g, 0.12 mmol) in dimethylsulfoxide and water was added a solution of 2-chloro-4-cyclopropylpyrimidine (0.2 g, 1.2 mmol) in dimethylsulfoxide followed by sodium cyanide (0.066 g, 1.3 mmol). The reaction mixture was stirred at room temperature for 48 h. The mixture was then poured into water and extracted with ethyl acetate, dried over sodium sulfate and concentrated under reduced pressure. The crude compound was purified via flash chromatography (10% ethyl acetate in petroleum ether) to afford 4-cyclopropylpyrimidine-2-carbonitrile (0.14 g, 77%). MS (ES+APCI) (M+H) 146.1; LCMS retention time 3.054 min (Method J).

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe crude compound was purified via flash chromatography (10% ethyl acetate in petroleum ether)

出典と根拠

ORDレコード
ord-aa4d59161afb4eefb0a4c12c62d8f791
出典データセット
uspto-grants-2016_03
特許番号
US09296745B2

反応ノート

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