Tetrahydrofuran → HCID 11221022, compound

HRID 601648Notes

Reaction equation

HRID 601648 reaction equation
[O:1]1CCCC1.[F:6][C:7]1[C:12]([N:13]2[C:17]([CH3:18])=[C:16]([C:19]3[CH:20]=[C:21]4[C:25](=[CH:26][CH:27]=3)[C:24](=[O:28])[CH:23](OC(C)=O)[CH2:22]4)[N:15]=[N:14]2)=[CH:11][CH:10]=[CH:9][N:8]=1>[OH-].[Na+].C(Cl)(Cl)Cl>[F:6][C:7]1[C:12]([N:13]2[C:17]([CH3:18])=[C:16]([C:19]3[C:20]([OH:1])=[C:21]4[C:25](=[CH:26][CH:27]=3)[C:24](=[O:28])[CH2:23][CH2:22]4)[N:15]=[N:14]2)=[CH:11][CH:10]=[CH:9][N:8]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 11439986HCID 11439986, compound

Product 1

HCID 11221022HCID 11221022, compound

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideCatalystHCID 6212ChloroformSolvent

Procedure

Three drops of 2 M sodium hydroxide aqueous solution was added at room temperature to 1 ml solution of tetrahydrofuran with 6 mg of 1-(2-fluoropyridine-3-yl)-4-(1-oxo-2-methylcarbonyloxy-indane-5-yl)-5-methyl-1H-[1,2,3]triazole, obtained in Example 45. After stirring at room temperature for 1 hour, the resultant was diluted with chloroform, washed with water and saturated saline solution, and dried with anhydrous sodium sulfate. The solvents were distilled outunder reduced pressure, and the obtained residues were purified by silicagel column chromatography (hexane:ethyl acetate=80:20) to obtain 1.3 mg of the above compound as a white solid.

Workup

  1. customobtained in Example 45
  2. washwashed with water and saturated saline solution
  3. dry with materialdried with anhydrous sodium sulfate
  4. distillationThe solvents were distilled outunder reduced pressure
  5. customthe obtained residues were purified by silicagel column chromatography (hexane:ethyl acetate=80:20)

Sources & evidence

ORD record
ord-26fc98a8f0c0449087f2d9350bf7a641
Source dataset
uspto-grants-2011_03
Patent number
US07902369B2

Reaction notes

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