Trifluoroacetic acid → HCID 57983360, compound

HRID 1868916Notes

Reaction equation

HRID 1868916 reaction equation
[OH:1][C:2]1[C:3]2[CH:4]=[CH:5][CH:6]=[N:7][C:8]=2[C:9]([CH3:25])([CH3:24])[C:10](=[O:23])[C:11]=1[C:12]([NH:14][CH2:15][C:16]([O:18]C(C)(C)C)=[O:17])=[O:13].C(O)(C(F)(F)F)=O>>[OH:1][C:2]1[C:3]2[CH:4]=[CH:5][CH:6]=[N:7][C:8]=2[C:9]([CH3:25])([CH3:24])[C:10](=[O:23])[C:11]=1[C:12]([NH:14][CH2:15][C:16]([OH:18])=[O:17])=[O:13]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57983510HCID 57983510, compound

Product 1

HCID 57983360HCID 57983360, compoundYield 79.6%

Procedure

A solution of tert-butyl 2-(5-hydroxy-8,8-dimethyl-7-oxo-7,8-dihydroquinoline-6-carboxamido)acetate (15 mg) and TFA (1 mL) was stirred at room temperature. After 20 minutes, LCMS showed that the reaction was complete. The reaction was concentrated in vacuo to give a yellow oil. The sample was lyophilized to give a white solid (10 mg, 60%). MS (m/z)=291 (M+H)+. Calculated for C14H14N2O5 290.3.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customto give a yellow oil

Sources & evidence

ORD record
ord-39864076ce4d480eb862b0933214f51c
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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