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

HRID 1465034노트

반응식

HRID 1465034 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-031fd6c366114e0e8991eb1c4ecf63f0
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999973B2

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