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Sodium Dithionite → HCID 46244400, 화합물

HRID 1803850
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HRID 1803850 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:36]=[C:37]([F:39])[CH:38]=1)[CH2:5][O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][N:11]=[C:10]2[NH:16][C:17](=[O:35])[C:18]1[CH:23]=[CH:22][C:21]([N:24]([CH2:26][CH2:27][CH2:28][N:29]([CH3:31])[CH3:30])[CH3:25])=[CH:20][C:19]=1[N+:32]([O-])=O.[O-]S(S([O-])=O)=O.[Na+].[Na+]>C(Cl)Cl.[N+](CCCC)(CCCC)(CCCC)CCCC.[Cl-].O>[NH2:32][C:19]1[CH:20]=[C:21]([N:24]([CH2:26][CH2:27][CH2:28][N:29]([CH3:30])[CH3:31])[CH3:25])[CH:22]=[CH:23][C:18]=1[C:17]([NH:16][C:10]1[C:9]2[C:13](=[CH:14][CH:15]=[C:7]([O:6][CH2:5][C:4]3[CH:3]=[C:2]([F:1])[CH:38]=[C:37]([F:39])[CH:36]=3)[CH:8]=2)[NH:12][N:11]=1)=[O:35]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 24489Sodium DithioniteHCID 46244493N-[5-(3,5-difluoro-benzyloxy)-1H-indazol-3-yl]-4-[(3-dimethylamino-propyl)-methyl-amino]-2-nitro-benzamide

생성물 1

HCID 46244400HCID 46244400, 화합물수율 65%

시약·촉매·용매 3

HCID 70681Tetrabutylammonium Chloride촉매HCID 962Water용매
HCID 6344
Dichloromethane
용매

실험 절차

N-[5-(3,5-Difluoro-benzyloxy)-1H-indazol-3-yl]-4-[(3-dimethylamino-propyl)-methyl-amino]-2-nitro-benzamide (424 mg, 0.79 mmol) in DCM (5 mL) was treated with nBu4NCl (149 mg, 0.54 mmol). Na2S2O4 (969 mg, 4.73 mmol) in water (5 mL) was added drop-wise, with stirring. After 1 hour, the volatiles were removed by evaporation, the residue was taken twice in water, filtered and treated with 4N HCl in dioxane (12 mL). The volatile components were removed by evaporation. The solid was dissolved in DCM (100 mL), washed with saturated NaHCO3 solution and brine. After drying over sodium sulfate and removal of the solvent, the crude was purified over silica gel (DCM: NH3 7N in MeOH 9:1) to afford 260 mg of title compound in 65% yield.

후처리

  1. customthe volatiles were removed by evaporation
  2. filtrationfiltered
  3. additiontreated with 4N HCl in dioxane (12 mL)
  4. customThe volatile components were removed by evaporation
  5. dissolutionThe solid was dissolved in DCM (100 mL)
  6. washwashed with saturated NaHCO3 solution and brine
  7. dry with materialAfter drying over sodium sulfate and removal of the solvent
  8. customthe crude was purified over silica gel (DCM: NH3 7N in MeOH 9:1)

출처 및 근거

ORD 기록
ord-c8fbdbb9100249ba9fc42366e5f2b748
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08354399B2

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