Triphenylphosphine → 3,7-Di(pyridin-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one

HRID 920899노트

반응식

HRID 920899 반응식
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:15]3[C:14](=[O:16])[NH:13][N:12]=[C:11]([C:17]4[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=4)[C:10]=3[S:9][CH:8]=2)=[CH:3][CH:2]=1.[N:23]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25][C:24]=1[CH2:33][CH2:34]O.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C(Cl)Cl>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:15]3[C:14](=[O:16])[N:13]([CH2:34][CH2:33][C:24]4[CH:25]=[CH:26][C:27]5[C:32](=[CH:31][CH:30]=[CH:29][CH:28]=5)[N:23]=4)[N:12]=[C:11]([C:17]4[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=4)[C:10]=3[S:9][CH:8]=2)=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 705322-QuinolineethanolHCID 5363146Diisopropyl azodicarboxylateHCID 866831153,7-di(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one

생성물 1

HCID 715508883,7-Di(pyridin-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one수율 17.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 3,7-di(pyridin-4-yl)thieno[2,3-d]pyridazin-4(5H)-one from example 1.5 (100 mg, 0.32 mmol), 2-quinolin-2-yl-ethanol from example a1 (58 mg, 0.33 mmol) and PPh3 (256 mg, 0.98 mmol) in DCM (10 mL), DIAD (198 mg, 0.98 mmol) was added dropwise. The mixture was stirred at room temperature for 3 h, concentrated and the residue was purified by Prep-HPLC to give the title compound as white solid (26 mg, 17.6% yield).

후처리

  1. concentrationconcentrated
  2. customthe residue was purified by Prep-HPLC

출처 및 근거

ORD 기록
ord-bfbcbf93d4984f28bf34fd1f1c416329
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273068B2

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