8-Hydroxyquinoline → HCID 24760453, 화합물

HRID 499773노트

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HRID 499773 반응식
[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][CH2:10][C:11]2[N:12]=[CH:13][NH:14][CH:15]=2)=[O:8])=[CH:4][CH:3]=1.I[C:17]1[CH:22]=[CH:21][C:20]([N:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]2=[O:29])=[CH:19][C:18]=1[F:30].OC1C=CC=C2C=1N=CC=C2.C([O-])([O-])=O.[K+].[K+]>CS(C)=O.[Cu]I>[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][CH2:10][C:11]2[N:12]=[CH:13][N:14]([C:17]3[CH:22]=[CH:21][C:20]([N:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]4=[O:29])=[CH:19][C:18]=3[F:30])[CH:15]=2)=[O:8])=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 19238-HydroxyquinolineHCID 11430Potassium CarbonateHCID 593866611-iodo-2-fluoro-4-(2-oxopyridin-1(2H)-yl)benzeneHCID 178523075HCID 178523075, 화합물

생성물 1

HCID 24760453HCID 24760453, 화합물

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 679Dimethyl Sulfoxide용매

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온도
130 °C

실험 절차

A mixture of 5-chloro-N-((1H-imidazol-4-yl)methyl)thiophene-2-carboxamide 3-1 prepared above (0.940 g, 2.64 mmol), 1-iodo-2-fluoro-4-(2-oxopyridin-1(2H)-yl)benzene 3-2 prepared above (0.820 g, 2.60 mmol), 8-hydroxyquinoline (0.066 g, 0.45 mmol) and K2CO3 (0.630 g, 4.56 mmol) in DMSO (8 mL) was degassed with Ar before being charged with CuI (0.090 g, 0.47 mmol). The mixture in a sealed tube was heated at 130° C. overnight. It was then purified by HPLC to give the title compound (0.480 g). MS 429.0 and 431.0 (M+H, Cl pattern).

후처리

  1. customwas degassed with Ar
  2. customIt was then purified by HPLC

출처 및 근거

ORD 기록
ord-74bd7de583274c0cacb8b2b8679859d3
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07767697B2

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