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Triphenylphosphine → 6-bromo-2-(2-(quinolin-2-yl)ethyl)-[1,2,4]-triazolo[4,3-a]pyridin-3(2H)-one

HRID 1777781
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HRID 1777781 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12]O.CC(OC(/N=N/C(OC(C)C)=O)=O)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:47][C:48]1[CH:49]=[CH:50][C:51]2[N:52]([C:54](=[O:57])[NH:55][N:56]=2)[CH:53]=1>C1COCC1>[Br:47][C:48]1[CH:49]=[CH:50][C:51]2[N:52]([C:54](=[O:57])[N:55]([CH2:12][CH2:11][C:2]3[CH:3]=[CH:4][C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[N:1]=3)[N:56]=2)[CH:53]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 705322-QuinolineethanolHCID 5363146Diisopropyl azodicarboxylateHCID 120407986-bromo-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one

생성물 1

HCID 715733846-bromo-2-(2-(quinolin-2-yl)ethyl)-[1,2,4]-triazolo[4,3-a]pyridin-3(2H)-one수율 55%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

In a 1-dram vial were placed 2-(quinolin-2-yl)ethanol (405 mg, 2.80 mmol), DIAD (472 mg, 2.34 mmol) and triphenylphosphine (613 mg, 2.34 mmol) in THF (11.7 mL). The mixture was stirred at room temperature for 10 min, and 3-3 (600 mg, 2.80 mmol) was added in one portion. The reaction was further stirred for 10 min. The crude product was dried under stream of N2 and purified by reversed phase HPLC to give 480 mg (55%) of 3-4. HRMS (ES) 369.0348 (M+H) found, 369.0349 required.

후처리

  1. stirringThe reaction was further stirred for 10 min
  2. dry with materialThe crude product was dried under stream of N2
  3. custompurified by reversed phase HPLC

출처 및 근거

ORD 기록
ord-e38ff1c358854b089118250bc457bd8b
출처 데이터셋
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09266881B2

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