Hydrochloric Acid → HCID 178440786, compound

HRID 2242254Notes

Reaction equation

HRID 2242254 reaction equation
[OH-].[Na+].[CH2:3]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:17]=[C:16]([C:18]3[CH:34]=[CH:33][C:21]([CH2:22][NH:23][C@@H:24]4[CH2:27][C@H:26]([C:28]([O:30]CC)=[O:29])[CH2:25]4)=[CH:20][CH:19]=3)[O:15][N:14]=2)=[CH:9][CH:8]=1)[CH:4]([CH3:6])[CH3:5].[ClH:35]>C(O)C>[ClH:35].[CH2:3]([C:7]1[CH:8]=[CH:9][C:10]([C:13]2[N:17]=[C:16]([C:18]3[CH:34]=[CH:33][C:21]([CH2:22][NH:23][C@@H:24]4[CH2:27][C@H:26]([C:28]([OH:30])=[O:29])[CH2:25]4)=[CH:20][CH:19]=3)[O:15][N:14]=2)=[CH:11][CH:12]=1)[CH:4]([CH3:6])[CH3:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178472516HCID 178472516, compound

Product 1

HCID 178440786HCID 178440786, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

1N NaOH (3.00 g, 3.00 mmol) was added to a solution of ethyl cis-3-({4-[3-(4-isobutylphenyl)-1,2,4-oxadiazol-5-yl]benzyl}amino)cyclobutanecarboxylate (0.260 g, 0.600 mmol) and ethanol (2 mL) and heated to 100° C. in a microwave for 5 minutes. The reaction mixture was adjusted to pH of 7 with 1N HCl causing a white precipitate to form. The reaction mixture was filtered and the solid was slurried in ethyl acetate and treated with 1 N HCl in ether. The slurry was filtered and washed with petroleum ether to give the title compound (0.100 g, 41% yield) as a white solid.

Workup

  1. customto form
  2. filtrationThe reaction mixture was filtered
  3. additiontreated with 1 N HCl in ether
  4. filtrationThe slurry was filtered
  5. washwashed with petroleum ether

Sources & evidence

ORD record
ord-5417227a5ffb43a6ad91fa67e72e526d
Source dataset
uspto-grants-2010_03
Patent number
US07671043B2

Reaction notes

Loading…