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HCID 57942129, 화합물 → HCID 57942158, 화합물

HRID 1438593
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HRID 1438593 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[C:13]([C:19](=[O:30])[C:20]3[C:25]([N+:26]([O-])=O)=[CH:24][CH:23]=[CH:22][C:21]=3[Cl:29])=[N:14][CH:15]=[C:16]([Cl:18])[CH:17]=2)(=[O:10])=[O:9])=[CH:4][C:3]=1[C:31]([F:34])([F:33])[F:32]>C(O)(=O)C.CCOC(C)=O.[Fe]>[NH2:26][C:25]1[CH:24]=[CH:23][CH:22]=[C:21]([Cl:29])[C:20]=1[C:19]([C:13]1[C:12]([NH:11][S:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([C:31]([F:34])([F:33])[F:32])[CH:4]=2)(=[O:10])=[O:9])=[CH:17][C:16]([Cl:18])=[CH:15][N:14]=1)=[O:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 1

HCID 57942129HCID 57942129, 화합물

생성물 1

HCID 57942158HCID 57942158, 화합물

시약·촉매·용매 3

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 8857Ethyl Acetate용매

실험 절차

A 50 mL round-bottom flask was charged with 4-chloro-N-(5-chloro-2-(2-chloro-6-nitrobenzoyl)pyridin-3-yl)-3-(trifluoromethyl) benzenesulfonamide (350 mg, 0.63 mmol), iron powder (560 mg, 10 mmol) in acetic acid (30 mL) and stirred at room temperature for 2 h and then at 50° C. for 30 min. After cooling, the reaction mixture was diluted with EtOAc, filtered through Celite and evaporated the solvent in vacuo. The residue was dissolved in EtOAc and washed with NaHCO3 (sat), brine, dried over MgSO4, and concentrated under reduced pressure and was further purified through automated normal-phase chromatography to afford the title compound: 1H NMR (400 MHz, CDCl3) δ 10.60 (s, 1 H), 8.28 (d, 1 H), 8.20 (d, 1 H), 8.16 (d, 1 H), 7.96 (dd, 1 H), 7.60 (d, 1 H), 7.09 (t, 1 H), 6.64 (dd, 2H), 4.40 (bs, 2H); MS (ES) (M+H)+ expected 523.9, found 523.9.

후처리

  1. waitat 50° C. for 30 min
  2. temperatureAfter cooling
  3. filtrationfiltered through Celite
  4. customevaporated the solvent in vacuo
  5. dissolutionThe residue was dissolved in EtOAc
  6. washwashed with NaHCO3 (sat), brine
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated under reduced pressure
  9. customwas further purified

출처 및 근거

ORD 기록
ord-bdadb45b330845cf9c8b892ae01f381e
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07622583B2

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