1,4-Dioxane → HCID 178440411, compound

HRID 892013Notes

Reaction equation

HRID 892013 reaction equation
O1CCOCC1.[NH2:7][CH:8]([CH3:20])[CH2:9][C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([OH:19])[CH:17]=2)[NH:12][N:11]=1.[CH:21]1[C:33]2[CH:32]([CH2:34][O:35][C:36](Cl)=[O:37])[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:25]=2[CH:24]=[CH:23][CH:22]=1.C(=O)(O)[O-].[Na+]>O>[CH:21]1[C:33]2[CH:32]([CH2:34][O:35][C:36]([NH:7][CH:8]([CH3:20])[CH2:9][C:10]3[C:18]4[C:13](=[CH:14][CH:15]=[C:16]([OH:19])[CH:17]=4)[NH:12][N:11]=3)=[O:37])[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:25]=2[CH:24]=[CH:23][CH:22]=1

Participants

6

Reactant 4

HCID 312751,4-DioxaneHCID 343679-Fluorenylmethyl chloroformateHCID 516892Sodium Bicarbonate2×HCID 178463773HCID 178463773, compound

Product 1

HCID 178440411HCID 178440411, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of dioxane and water (4:1, 10 mL) was added 3-(2-aminopropyl)-1H-indazol-5-ol (0.10 g, 0.36 mmol), 9-fluorenylmethoxycarbonyl chloride (0.13 g, 0.54 mmol) and sodium bicarbonate (0.9 g, 0.54 mmol). The reaction mixture poured into dilute sodium bicarbonate and the resulting mixture extracted with ether. The combined organic extracts were dried (MgSO4) and concentrated to a residue that was purified by chromatography.

Workup

  1. extractionthe resulting mixture extracted with ether
  2. dry with materialThe combined organic extracts were dried (MgSO4)
  3. concentrationconcentrated to a residue that
  4. customwas purified by chromatography

Sources & evidence

ORD record
ord-aa287269a44d46cf81d36271819ca26d
Source dataset
uspto-grants-2006_02
Patent number
US07005443B1

Reaction notes

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