Tetrabutylammonium Fluoride → 7-Ethynyl-4-(methylthio)thieno[3,2-d]pyrimidine

HRID 1465034ノート

反応式

HRID 1465034 の反応式
[CH3:1][S:2][C:3]1[C:4]2[S:11][CH:10]=[C:9]([C:12]#[C:13][Si](C)(C)C)[C:5]=2[N:6]=[CH:7][N:8]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[C:12]([C:9]1[C:5]2[N:6]=[CH:7][N:8]=[C:3]([S:2][CH3:1])[C:4]=2[S:11][CH:10]=1)#[CH:13]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 673274394-(Methylthio)-7-((trimethylsilyl)ethynyl)thieno[3,2-d]pyrimidine

生成物 1

HCID 866741357-Ethynyl-4-(methylthio)thieno[3,2-d]pyrimidine収率 91.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4-(Methylthio)-7-((trimethylsilyl)ethynyl)thieno[3,2-d]pyrimidine (500 mg, 1.8 mmol) was dissolved in THF (5 mL) at 1.0M and then tetrabutylammonium fluoride solution (3.6 mL, 3.6 mmol) was added thereto. The reaction mixture was stirred at room temperature for 30 minutes and then concentrated. The resulting mixture was purified by silica gel chromatography (ethyl acetate/hexane=2:8˜3:7) to obtain the title compound (340 mg, 91% yield) as a yellowish solid.

後処理

  1. concentrationconcentrated
  2. customThe resulting mixture was purified by silica gel chromatography (ethyl acetate/hexane=2:8˜3:7)

出典と根拠

ORDレコード
ord-031fd6c366114e0e8991eb1c4ecf63f0
出典データセット
uspto-grants-2015_04
特許番号
US08999973B2

反応ノート

読み込み中…