Hydrochloric Acid → HCID 178440766, compound

HRID 2242256Notes

Reaction equation

HRID 2242256 reaction equation
[ClH:1].O.C([O:7][C:8]([C@H:10]1[CH2:13][C@@H:12]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[N:26]=[C:25]([C:27]4[CH:32]=[CH:31][C:30]([CH2:33][CH:34]([CH3:36])[CH3:35])=[CH:29][CH:28]=4)[O:24][N:23]=3)=[CH:18][CH:17]=2)[CH2:11]1)=[O:9])(C)(C)C.C(OCC)C>O1CCOCC1>[ClH:1].[CH2:33]([C:30]1[CH:29]=[CH:28][C:27]([C:25]2[O:24][N:23]=[C:22]([C:19]3[CH:20]=[CH:21][C:16]([CH2:15][NH:14][C@@H:12]4[CH2:13][C@H:10]([C:8]([OH:9])=[O:7])[CH2:11]4)=[CH:17][CH:18]=3)[N:26]=2)=[CH:32][CH:31]=1)[CH:34]([CH3:36])[CH3:35]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3283Diethyl EtherHCID 178440768HCID 178440768, compound

Product 1

HCID 178440766HCID 178440766, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

HCl (4.0 M in dioxane, 21.6 mL) and water (3.6 mL) was added to a solution of 3-{4-[5(4-isobutyl-phenyl)-[1,2,4]oxadiazole-3-yl]-benzylamino}-cis-cyclobutanecarboxylic acid tert-butyl ester (4.0 g, 8.67 mmol) in dioxane (20.0 mL) and stirred at room temperature for 1 hour. Diethyl ether (50.0 mL) was added to the reaction mixture and the resulting slurry was stirred for 2 hours and filtered to yield the title compound (2.8 g, 79% yield) as a solid.

Workup

  1. stirringthe resulting slurry was stirred for 2 hours
  2. filtrationfiltered

Sources & evidence

ORD record
ord-9badd5fea8434a39b435f9f95d9711fc
Source dataset
uspto-grants-2010_03
Patent number
US07671043B2

Reaction notes

Loading…