Hydrochloric Acid → HCID 67374073, 화합물

HRID 401995노트

반응식

HRID 401995 반응식
[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]

참가 물질

9

반응물 2

HCID 313Hydrochloric AcidHCID 67371453HCID 67371453, 화합물

생성물 1

HCID 67374073HCID 67374073, 화합물

시약·촉매·용매 6

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매HCID 516892Sodium Bicarbonate용매HCID 22728543Water ethylacetate용매

반응 조건

온도
100 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-c058ee7775d44d6e8097b671fabab30d
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741900B2

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