Trifluoroacetic acid → 4-{1-[(Acetylamino)methyl]-2-anilino-2-oxoethyl}benzoic acid

HRID 1919906Notes

Reaction equation

HRID 1919906 reaction equation
[C:1]([NH:4][CH2:5][CH:6]([C:16]1[CH:28]=[CH:27][C:19]([C:20]([O:22]C(C)(C)C)=[O:21])=[CH:18][CH:17]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:8])(=[O:3])[CH3:2].FC(F)(F)C(O)=O>C(Cl)Cl>[C:1]([NH:4][CH2:5][CH:6]([C:16]1[CH:17]=[CH:18][C:19]([C:20]([OH:22])=[O:21])=[CH:27][CH:28]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:8])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57611876Tert-butyl 4-{1-[(acetylamino)methyl]-2-anilino-2-oxoethyl}benzoate

Product 1

HCID 576119504-{1-[(Acetylamino)methyl]-2-anilino-2-oxoethyl}benzoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-{1-[(acetylamino)methyl]-2-anilino-2-oxoethyl}benzoate (273 mg, 0.71 mmol) in CH2Cl2 (8 mL) was added trifluoroacetic acid (2 mL), and the reaction was stirred at room temperature for 2 h. The solution was evaporated to dryness to yield 4-{1-[(acetylamino)methyl]-2-anilino-2-oxoethyl}benzoic acid as an off-white powder that was carried on without further purification. MS (ESI) calcd [M+H]+ 327.1, found 327.1.

Workup

  1. customThe solution was evaporated to dryness

Sources & evidence

ORD record
ord-6a3e2415de004c7b98f75c430e6f5e13
Source dataset
uspto-grants-2012_05
Patent number
US08168658B2

Reaction notes

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