Trifluoroacetic acid → HCID 57983451, compound

HRID 2078125Notes

Reaction equation

HRID 2078125 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)([CH3:12])[C:7](=[O:20])[C:6]([C:21]([NH:23][CH2:24][C:25]([O:27]C(C)(C)C)=[O:26])=[O:22])=[C:5]2[OH:32].C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([C:13]1[CH:14]=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=1)([CH3:12])[C:7](=[O:20])[C:6]([C:21]([NH:23][CH2:24][C:25]([OH:27])=[O:26])=[O:22])=[C:5]2[OH:32]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67099814HCID 67099814, compound

Product 1

HCID 57983451HCID 57983451, compoundYield 97.2%

Procedure

A solution of 1,1-dimethylethyl N-((6-chloro-1-(4-chlorophenyl)-4-hydroxy-1-methyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (0.675 g, 1.42 mmol) in TFA (10.0 mL, 127 mmol) was stirred at 25° C. for 10 minutes. The solution was concentrated, azeotroped in DCM (2×300 mL), and dried in a vacuum oven at 60° C. to give the title compound (0.580 g). MS m/e=420 (M+H)+. Calculated for C20H15Cl2NO5 419.03.

Workup

  1. concentrationThe solution was concentrated
  2. customazeotroped in DCM (2×300 mL)
  3. customdried in a vacuum oven at 60° C.

Sources & evidence

ORD record
ord-2859a59add014ea9a46764687c4dcef6
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

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