Trifluoroacetic anhydride → 3-Oxo-3-(3-[1,2,4]triazol-1-yl-phenyl)-propionic acid tert-butyl ester

HRID 1062028Notes

Reaction equation

HRID 1062028 reaction equation
CO[C:3](=[O:15])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)[CH:5]=1.[C:16]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])(=[O:18])[CH3:17].[Li].C(OC(C(F)(F)F)=O)(C(F)(F)F)=O>C(O)(C(F)(F)F)=O.CC(C)=O>[C:20]([O:19][C:16](=[O:18])[CH2:17][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)[CH:5]=1)([CH3:23])([CH3:22])[CH3:21]

Participants

5

Reactant 3

HCID 9845Trifluoroacetic anhydrideHCID 22224836Methyl 3-(1H-1,2,4-triazol-1-YL)benzoateHCID 86586795Lithium Tert-butyl Acetate

Product 1

HCID 695928073-Oxo-3-(3-[1,2,4]triazol-1-yl-phenyl)-propionic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 86586799TFA acetoneSolvent

Procedure

The 3-oxo-3-(3-[1,2,4]triazol-1-yl-phenyl)-propionic acid tert.-butyl ester was prepared from 3-[1,2,4]triazol-1-yl-benzoic acid methyl ester [CAS-No. 167626-27-9] by treatment with lithium tert.-butyl acetate according to general procedure H (method b). Prepared from (Example H6) by stirring in TFA/acetone with TFAA according to general procedure J (method b). Obtained as a yellow solid (539 mg).

Sources & evidence

ORD record
ord-b0d7bada1eea4d87803b85b5eea81750
Source dataset
uspto-grants-2005_11
Patent number
US06960578B2

Reaction notes

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