Hydrochloric Acid → HCID 67374073、化合物

HRID 401995ノート

反応式

HRID 401995 の反応式
[CH2:1]([C:5]1[N:6]=[N:7][C:8]([O:27][CH:28]2[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]2)=[CH:9][C:10]=1[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[C:13]([N+:24]([O-])=O)[CH:12]=1)[CH2:2][CH2:3][CH3:4].[ClH:35]>C(O)(=O)C.O.CCOC(C)=O.C([O-])(O)=O.[Na+].C(Cl)Cl.CCOCC.[Fe]>[ClH:35].[ClH:35].[ClH:35].[CH2:1]([C:5]1[N:6]=[N:7][C:8]([O:27][CH:28]2[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]2)=[CH:9][C:10]=1[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[C:13]([NH2:24])[CH:12]=1)[CH2:2][CH2:3][CH3:4]

参加物

9

反応物 2

HCID 313Hydrochloric AcidHCID 67371453HCID 67371453、化合物

生成物 1

HCID 67374073HCID 67374073、化合物

試薬・触媒・溶媒 6

HCID 23925Iron触媒HCID 176Acetic Acid溶媒HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒HCID 516892Sodium Bicarbonate溶媒HCID 22728543Water ethylacetate溶媒

反応条件

温度
100 °C

実験手順

To a solution of 3-butyl-4-(4-cyclohexyloxy-3-nitro-phenyl)-6-(1-methyl-piperidin-4-yloxy)-pyridazine (5 mmol, 2.34 g) in acetic acid (10 mL) was added iron powder (−325 mesh, 50 mmol, 2.80 g). And the mixture was stirred at 100° C. for 0.5 hour. It was then diluted with water/EtOAc and neutralized slowly with NaHCO3 powder. The solvent was removed in vacuo and the residue was purified by silica gel chromatography (DCM to DCM+10% 2N NH3 in MeOH) to give a colorless sticky solid, which was dissolved in DCM (10 mL), 2N HCl in ether (10 mL) was added, kept at room temperature for 10 min, condensed, triturated with hexanes to provide 5-[3-butyl-6-(1-methyl-piperidin-4-yloxy)-pyridazin-4-yl]-2-cyclohexyloxy-phenylamine trihydrochloride (2.06 g).

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by silica gel chromatography (DCM to DCM+10% 2N NH3 in MeOH)
  3. customto give a colorless sticky solid, which
  4. waitkept at room temperature for 10 min
  5. customcondensed
  6. customtriturated with hexanes

出典と根拠

ORDレコード
ord-c058ee7775d44d6e8097b671fabab30d
出典データセット
uspto-grants-2014_06
特許番号
US08741900B2

反応ノート

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