Trifluoroacetic acid → HCID 71114719, compound

HRID 1912109Notes

Reaction equation

HRID 1912109 reaction equation
[CH:1]1([C:4]2[N:8]([CH:9]3[CH2:12][CH:11]([CH2:13][CH:14]([CH3:16])[CH3:15])[CH2:10]3)[N:7]=[N:6][C:5]=2[CH:17]([CH2:26][C:27](=[O:37])[NH:28][C:29]2[CH:34]=[CH:33][C:32]([CH3:35])=[CH:31][C:30]=2[CH3:36])[CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])[CH2:3][CH2:2]1.FC(F)(F)C(O)=O>C(Cl)(Cl)Cl>[CH:1]1([C:4]2[N:8]([CH:9]3[CH2:10][CH:11]([CH2:13][CH:14]([CH3:15])[CH3:16])[CH2:12]3)[N:7]=[N:6][C:5]=2[CH:17]([CH2:26][C:27](=[O:37])[NH:28][C:29]2[CH:34]=[CH:33][C:32]([CH3:35])=[CH:31][C:30]=2[CH3:36])[CH2:18][C:19]([OH:21])=[O:20])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71134799HCID 71134799, compound

Product 1

HCID 71114719HCID 71114719, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

tert-Butyl 3-[5-cyclopropyl-1-(3-isobutylcyclobutyl)-1H-[1,2,3]triazol-4-yl]-4-(2,4-dimethylphenylcarbamoyl)butyrate (100 mg) and chloroform (0.8 mL) were mixed. To the mixture was added trifluoroacetic acid (0.2 mL) at ice temperature. After stirring at RT for 6 hr, the reaction mixture was concentrated in vacuo. The resultant residue was purified by preparative chromatography (Eluent: chloroform/methanol/acetic acid=20/1/0.1) to give the title compound (79.5 mg).

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customThe resultant residue was purified by preparative chromatography (Eluent: chloroform/methanol/acetic acid=20/1/0.1)

Sources & evidence

ORD record
ord-ba849d92db514f8784c459e4b9bc6a65
Source dataset
uspto-grants-2013_12
Patent number
US08604069B2

Reaction notes

Loading…