2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 22142535, 화합물

HRID 31913

반응식

HRID 31913 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9](=O)[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].C(C1C(=O)C(Cl)=C(Cl)C(=O)C=1C#N)#N.ClC1C=CC=CN=1.ClC1N=C(C2C=CC=CC=2)C(C(OCC)=O)=CC=1.N[C:57]1[N:62]=[C:61]([NH:63][CH2:64][CH2:65][NH:66][C:67]2[CH:72]=[CH:71]C(C3NC=CN=3)=C(C3C=CC(Cl)=CC=3Cl)[N:68]=2)[CH:60]=[CH:59][C:58]=1[N+:86]([O-:88])=[O:87]>CC#N.C1COCC1.C(O)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:71][CH:72]=[C:67]([NH:66][CH2:65][CH2:64][NH:63][C:61]2[CH:60]=[CH:59][C:58]([N+:86]([O-:88])=[O:87])=[CH:57][N:62]=2)[N:68]=1

참가 물질

8

반응물 5

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 79772-ChloropyridineHCID 542007Ethyl 3-(2,4-dichlorophenyl)-3-oxopropanoateHCID 22142808{2-[(6-Amino-5-nitro(2-pyridyl))amino]ethyl}[6-(2,4-dichlorophenyl)-5-imidazolyl(2-pyridyl)]amineHCID 22142863Ethyl 6-chloro-2-phenylpyridine-3-carboxylate

생성물 1

HCID 22142535HCID 22142535, 화합물

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 21873804Tetrahydrofuran ethanol용매

실험 절차

Ethyl 2-(2,4-dichlorophenyl)-6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-pyridine-3-carboxylate was prepared from ethyl 3-(2,4-dichlorophenyl)-3-oxopropanoate (ref Wemple, J.; et. al. Synthesis 1993, 290-292.) as the starting material and THF/ethanol ratio of 3:1 as the solvent in the first step. The oxidation uses DDQ. The final product is achieved directly from the chloropyridine by reacting ethyl 6-chloro-2-phenylpyridine-3-carboxylate with 2-(2-aminoethylamine)-5-nitropyridine in CH3CN and Hüing's Hüing's base at 120° C. for 18 hours. The procedures are analogous to the general method for {2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}[6-(2,4-dichlorophenyl)-5-imidazolyl(2-pyridyl)]amine.

후처리

  1. customat 120° C.
  2. customfor 18 hours

출처 및 근거

ORD 기록
ord-88543bdb59334bb18b51554df9150294
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425557B2

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