HCID 67099648, compound → HCID 57983403, compound

HRID 2078113Notes

Reaction equation

HRID 2078113 reaction equation
[C:1]([C:3]1([CH3:26])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([OH:13])=[C:5]([C:14]([NH:16][CH2:17][C:18]([O:20]C(C)(C)C)=[O:19])=[O:15])[C:4]1=[O:25])#[N:2]>C(O)(C(F)(F)F)=O>[C:1]([C:3]1([CH3:26])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([OH:13])=[C:5]([C:14]([NH:16][CH2:17][C:18]([OH:20])=[O:19])=[O:15])[C:4]1=[O:25])#[N:2]

Participants

3

Reactant 1

HCID 67099648HCID 67099648, compound

Product 1

HCID 57983403HCID 57983403, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

1,1-Dimethylethyl N-((1-cyano-4-hydroxy-1-methyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (0.100 g, 0.28 mmol) was placed in a 25 mL round bottom flask and TFA (10 mL) was added. The resulting mixture was then stirred for 45 minutes. TFA was then removed under vacuum, and DCM was used to azeotrope off TFA (3×) resulting in a yellow solid. MS (m/z)=301 (M+H)+. Calculated for C15H12N2O5 300.07.

Workup

  1. customTFA was then removed under vacuum, and DCM
  2. customresulting in a yellow solid

Sources & evidence

ORD record
ord-32b0f18557cd4da9af155c9474e54458
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

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