Trifluoroacetic acid → HCID 57983393, compound

HRID 1868877Notes

Reaction equation

HRID 1868877 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[F:12])[C:8]([CH3:14])([CH3:13])[C:7](=[O:15])[C:6]([C:16]([NH:18][CH2:19][C:20]([O:22]C(C)(C)C)=[O:21])=[O:17])=[C:5]2[OH:27].C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[F:12])[C:8]([CH3:14])([CH3:13])[C:7](=[O:15])[C:6]([C:16]([NH:18][CH2:19][C:20]([OH:22])=[O:21])=[O:17])=[C:5]2[OH:27]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67099924HCID 67099924, compound

Product 1

HCID 57983393HCID 57983393, compoundYield 100.4%

Procedure

A solution of 1,1-dimethylethyl N-((6-chloro-7-fluoro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (0.255 g, 0.641 mmol) in TFA (5.00 mL, 67.3 mmol) was stirred at 25° C. for 10 minutes. The mixture was concentrated, azeotroped in DCM (2×50 mL), and dried in vacuo to give the title compound (0.220 g). MS m/e=342.4 (M+H)+. Calculated for C15H13ClFNO5 341.05.

Workup

  1. concentrationThe mixture was concentrated
  2. customazeotroped in DCM (2×50 mL)
  3. customdried in vacuo

Sources & evidence

ORD record
ord-9579c0bd6ba24287b8f121a220073bf7
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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