Hydrochloric Acid → HCID 178440783, compound

HRID 2242258Notes

Reaction equation

HRID 2242258 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[O:15][C:14]([C:16]3[CH:32]=[CH:31][C:19]([CH2:20][NH:21][C@@H:22]4[CH2:25][C@H:24]([C:26]([O:28]CC)=[O:27])[CH2:23]4)=[CH:18][CH:17]=3)=[N:13][N:12]=2)=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].[OH-].[Na+].[ClH:35]>CO>[ClH:35].[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[O:15][C:14]([C:16]3[CH:32]=[CH:31][C:19]([CH2:20][NH:21][C@@H:22]4[CH2:25][C@H:24]([C:26]([OH:28])=[O:27])[CH2:23]4)=[CH:18][CH:17]=3)=[N:13][N:12]=2)=[CH:9][CH:10]=1)[CH:2]([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178472517HCID 178472517, compound

Product 1

HCID 178440783HCID 178440783, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ethyl cis-3-({4-[5-(4-isobutylphenyl)-1,3,4-oxadiazol-2-yl]benzyl}amino)cyclobutane carboxylate (0.300 g, 0.692 mmol), 1N NaOH (6.0 mL), and methanol (5 mL) was heated in a microwave oven at 100° C. for 3 minutes. The reaction mixture was cooled to room temperature and pH was adjusted to 7 with 1N HCl, causing a white solid to precipitate. The reaction mixture was filtered and the solid was washed with water, then treated with 1N HC in ether to give the title compound (0.170 g, 61% yield).

Workup

  1. customto precipitate
  2. filtrationThe reaction mixture was filtered
  3. washthe solid was washed with water
  4. additiontreated with 1N HC in ether

Sources & evidence

ORD record
ord-54b445a372f3416ea4b1d310f9d5982e
Source dataset
uspto-grants-2010_03
Patent number
US07671043B2

Reaction notes

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