2-(Tributylstannyl)furan → 2-Chloro-4-(2-furyl)thieno[3,2-d]pyrimidine

HRID 131191

반응식

HRID 131191 반응식
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[S:10][CH:9]=[CH:8][C:6]=2[N:7]=1.C([Sn](CCCC)(CCCC)[C:17]1[O:18][CH:19]=[CH:20][CH:21]=1)CCC>CN(C=O)C.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>[Cl:1][C:2]1[N:3]=[C:4]([C:17]2[O:18][CH:19]=[CH:20][CH:21]=2)[C:5]2[S:10][CH:9]=[CH:8][C:6]=2[N:7]=1

참가 물질

5

반응물 2

HCID 43936882-(Tributylstannyl)furanHCID 127128322,4-Dichlorothieno[3,2-d]pyrimidine

생성물 1

HCID 597323872-Chloro-4-(2-furyl)thieno[3,2-d]pyrimidine수율 52%

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매HCID 6228Dimethylformamide용매

실험 절차

A solution of 2,4-dichlorothieno[3,2-d]pyrimidine (205 mg, 1 mmol) in DMF (4 mL) was treated with PdCl2(PPh3)2 (35 mg, 0.05 mmol) and 2-(tributylstannyl)-furan (315 μL, 1 mmol), stirred at room temperature for 16 h, the reaction mixture purified directly by chromatography (SiO2:EtOAc:Heptane, 1:9) and the resulting cream solid recrystallised (EtOAc/Heptane) to give the title compound (122 mg, 52%) as a cream solid.

후처리

  1. customthe reaction mixture purified directly by chromatography (SiO2:EtOAc:Heptane, 1:9)
  2. customthe resulting cream solid recrystallised (EtOAc/Heptane)

출처 및 근거

ORD 기록
ord-524460fa7ee648f19cd5ed6ace47b3f8
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384949B2

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