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Sodium Dithionite → HCID 46244400、化合物

HRID 1803850
ノート
印刷プレビュー

反応式

HRID 1803850 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

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

生成物 1

HCID 46244400HCID 46244400、化合物収率 65%

試薬・触媒・溶媒 3

HCID 70681Tetrabutylammonium Chloride触媒HCID 962Water溶媒
HCID 6344
Dichloromethane
溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-c8fbdbb9100249ba9fc42366e5f2b748
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08354399B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート