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2-(Dicyclohexylphosphino)biphenyl → 6-(1-(5-(Thiazol-4-yl)isoxazolo[5,4-b]pyridin-3-yl)ethyl)quinoline

HRID 40340
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인쇄 미리보기

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HRID 40340 반응식
C1(P(C2CCCCC2)C2C=CC=CC=2C2C=CC=CC=2)CCCCC1.Br[C:27]1[CH:28]=[C:29]2[C:35]([CH:36]([C:38]3[CH:39]=[C:40]4[C:45](=[CH:46][CH:47]=3)[N:44]=[CH:43][CH:42]=[CH:41]4)[CH3:37])=[N:34][O:33][C:30]2=[N:31][CH:32]=1.C([Sn](CCCC)(CCCC)[C:53]1[N:54]=[CH:55][S:56][CH:57]=1)CCC>CN(C=O)C>[S:56]1[CH:57]=[C:53]([C:27]2[CH:28]=[C:29]3[C:35]([CH:36]([C:38]4[CH:39]=[C:40]5[C:45](=[CH:46][CH:47]=4)[N:44]=[CH:43][CH:42]=[CH:41]5)[CH3:37])=[N:34][O:33][C:30]3=[N:31][CH:32]=2)[N:54]=[CH:55]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 27342162-(Dicyclohexylphosphino)biphenylHCID 27632584-(Tri-n-butylstannyl)thiazoleHCID 576913306-(1-(5-Bromoisoxazolo[5,4-b]pyridin-3-yl)ethyl)quinoline

생성물 1

HCID 576909626-(1-(5-(Thiazol-4-yl)isoxazolo[5,4-b]pyridin-3-yl)ethyl)quinoline

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
90 °C

실험 절차

To a pressure vessel was added 2-(dicyclohexylphosphino)biphenyl (12 mg, 0.42 mmol), 6-(1-(5-bromoisoxazolo[5,4-b]pyridin-3-yl)ethyl)quinoline (0.10 g, 0.28 mmol), and 4-(tributylstannyl)thiazole (0.16 g, 0.42 mmol) in anhydrous DMF (3 mL). The vial was flushed with argon, sealed and stirred at 90° C. for two hours. The mixture was concentrated and purified by MPLC (eluted with a gradient of 0 to 10% methanol in dichloromethane) to afford the product as an off-white solid. MS m/z=359.0 [M+1]+ Calc'd for C20H14N4OS: 358.4.

후처리

  1. customThe vial was flushed with argon
  2. customsealed
  3. concentrationThe mixture was concentrated
  4. custompurified by MPLC (
  5. washeluted with a gradient of 0 to 10% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-d6d1636ca24c468394afc068bdeccdd9
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08524900B2

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