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

HRID 920903노트

반응식

HRID 920903 반응식
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:8]3[S:16][CH:15]=[CH:14][C:9]=3[C:10](=[O:13])[NH:11][N:12]=2)=[CH:3][CH:2]=1.[N:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][C:18]=1[CH2:27][CH2:28]O.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CCOC(/N=N/C(OCC)=O)=O>C(Cl)Cl>[N:1]1[CH:2]=[CH:3][C:4]([C:7]2[C:8]3[S:16][CH:15]=[CH:14][C:9]=3[C:10](=[O:13])[N:11]([CH2:28][CH2:27][C:18]3[CH:19]=[CH:20][C:21]4[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=4)[N:17]=3)[N:12]=2)=[CH:5][CH:6]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 705322-QuinolineethanolHCID 5462977Diethyl azodicarboxylateHCID 866831187-(pyridin-4-yl)thieno[3,2-d]pyridazin-4(5H)-one

생성물 1

HCID 715574477-(Pyridin-4-yl)-5-[2-(quinolin-2-yl)ethyl]thieno[2,3-d]pyridazin-4(5H)-one수율 11.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 7-(pyridin-4-yl)thieno[3,2-d]pyridazin-4(5H)-one (100 mg, 0.44 mmol) from example 2.3, 2-quinolin-2-yl-ethanol from example a1 (83 mg, 0.48 mmol) and PPh3 (343 mg, 1.31 mmol) in DCM (10 mL), DEAD (228 mg, 1.31 mmol) was added dropwise. The mixture stirred at room temperature for 3 h, concentrated and the purified by Prep-HPLC to give the title compound as a white solid (20 mg, 11.8% yield).

후처리

  1. concentrationconcentrated
  2. customthe purified by Prep-HPLC

출처 및 근거

ORD 기록
ord-c7921e9f87814867b47e2b0cd1163bce
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273068B2

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