Ethyl Acetate → HCID 86628503, compound

HRID 546664Notes

Reaction equation

HRID 546664 reaction equation
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[F:23][C:24]1[CH:25]=[C:26]([C:30]2([CH2:55][OH:56])[CH2:35][CH2:34][CH2:33][N:32]3[N:36]=[C:37](/[CH:39]=[CH:40]/[C:41]4[CH:46]=[CH:45][C:44]([N:47]5[CH:51]=[C:50]([CH3:52])[N:49]=[CH:48]5)=[C:43]([O:53][CH3:54])[CH:42]=4)[N:38]=[C:31]23)[CH:27]=[CH:28][CH:29]=1.C(OCC)(=O)C.O.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[F:23][C:24]1[CH:25]=[C:26]([C:30]2([CH:55]=[O:56])[CH2:35][CH2:34][CH2:33][N:32]3[N:36]=[C:37](/[CH:39]=[CH:40]/[C:41]4[CH:46]=[CH:45][C:44]([N:47]5[CH:51]=[C:50]([CH3:52])[N:49]=[CH:48]5)=[C:43]([O:53][CH3:54])[CH:42]=4)[N:38]=[C:31]23)[CH:27]=[CH:28][CH:29]=1

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 159087TriacetoxyperiodinaneHCID 66839396(8-(3-fluorophenyl)-2-{(E)-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]vinyl}-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyridin-8-yl)methanolHCID 86585896Sodium bicarbonate water

Product 1

HCID 86628503HCID 86628503, compoundYield 138.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dess-Martin periodinane (304 mg) was added to a solution of (8-(3-fluorophenyl)-2-{(E)-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]vinyl}-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyridin-8-yl)methanol (165 mg) in methylene chloride (10 mL), and the reaction solution was stirred in a nitrogen atmosphere at room temperature for four hours. Ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 227 mg of the title compound. The property value of the compound is as follows.

Workup

  1. customthe organic layer was separated
  2. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ae5115b819604094a7146598cc72f466
Source dataset
uspto-grants-2011_05
Patent number
US07935815B2

Reaction notes

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