Trifluoroacetic acid → HCID 57983452, compound

HRID 2078270Notes

Reaction equation

HRID 2078270 reaction equation
[Cl:1][C:2]1[C:11]([F:12])=[C:10]2[C:5]([C:6]([OH:23])=[C:7]([C:16]([NH:18][CH2:19][C:20]([O-:22])=[O:21])=[O:17])[C:8](=[O:15])[C:9]2([CH3:14])[CH3:13])=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[C:11]([F:12])=[C:10]2[C:5]([C:6]([OH:23])=[C:7]([C:16]([NH:18][CH2:19][C:20]([OH:22])=[O:21])=[O:17])[C:8](=[O:15])[C:9]2([CH3:14])[CH3:13])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131727829HCID 131727829, compound

Product 1

HCID 57983452HCID 57983452, compoundYield 100.7%

Procedure

A solution of 1,1-dimethylethyl N-((6N-((7-chloro-8-fluoro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (0.148 g, 0.372 mmol) in TFA (5.00 mL, 64.9 mmol) was stirred at 25° C. for 15 minutes. The solution was concentrated, azeotroped using DCM (2×100 mL), and dried in vacuo to give the title compound (0.128 g). MS m/e=342.4 (M+H)+. Calculated for C15H13ClFNO5 341.05.

Workup

  1. concentrationThe solution was concentrated
  2. customazeotroped
  3. customdried in vacuo

Sources & evidence

ORD record
ord-20d3b01e445e492b8cee4047d1cd299d
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

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