Acetic Acid → HCID 57448664, 화합물

HRID 1669946노트

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HRID 1669946 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[C:10]([NH:19][S:20]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-:31])=[O:30])[CH:24]=3)(=[O:22])=[O:21])=[N:11][C:12]3[C:17]([N:18]=2)=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:5]=[C:4](Cl)[N:3]=1.CS(C)=O.C[O-].[Na+].[C:40](O)(=[O:42])C>CCOC(C)=O.O>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[C:10]([NH:19][S:20]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-:31])=[O:30])[CH:24]=3)(=[O:22])=[O:21])=[N:11][C:12]3[C:17]([N:18]=2)=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:5]=[C:4]([O:42][CH3:40])[N:3]=1

참가 물질

7

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HCID 176Acetic AcidHCID 679Dimethyl SulfoxideHCID 10942334Sodium MethoxideHCID 57448672N-{3-[(2,6-dichloropyridin-4-yl)amino]quinoxalin-2-yl}-3-nitrobenzenesulfonamide

생성물 1

HCID 57448664HCID 57448664, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

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온도
100 °C

실험 절차

To a crude product of N-{3-[(2,6-dichloropyridin-4-yl)amino]quinoxalin-2-yl}-3-nitrobenzenesulfonamide (1.24 g) prepared using procedures similar to those for Example 151, was added anhydrous DMSO (10 mL), followed by sodium methoxide (273 mg). The resulting mixture was heated at 100° C. for 3 days. The mixture was diluted with EtOAc and water, and the pH was adjusted to about 4 by adding acetic acid. The product was extracted with EtOAc (3×). The combined extracts were washed with brine to give the crude product. A portion of the crude product was purified by prep HPLC to give N-(3-{[2-chloro-6-(methyloxy)pyridin-4-yl]amino}quinoxalin-2-yl)-3-nitrobenzenesulfonamide. 1H NMR (400 MHz, DMSO) δ 9.44 (s, 1H), 8.90 (s, 1H), 8.50 (d, 1H), 8.42 (d, 1H), 7.88-7.84 (m, 2H), 7.77 (s, 1H), 7.74 (s, 1H), 7.64 (d, 1H), 7.45-7.38 (m, 2H), 3.82 (s, 3H); MS (EI) m/z for C20H15ClN6O5S: 496.94 (MH+).

후처리

  1. extractionThe product was extracted with EtOAc (3×)
  2. washThe combined extracts were washed with brine
  3. customto give the crude product
  4. customA portion of the crude product was purified by prep HPLC

출처 및 근거

ORD 기록
ord-75970cdf5863464d873accfc25e7ebef
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989622B2

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