HCID 67099576, compound → HCID 57983470, compound

HRID 1868852Notes

Reaction equation

HRID 1868852 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([C:13]#[N:14])([CH3:12])[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][CH:11]=1)[C:8]([C:13]#[N:14])([CH3:12])[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 1

HCID 67099576HCID 67099576, compound

Product 1

HCID 57983470HCID 57983470, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

1,1-Dimethylethyl N((6-chloro-1-cyano-4-hydroxy-1-methyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (0.160 g, 0.41 mmol) was placed in a 25 mL round bottom flask and TFA (20 mL) was added. The mixture was stirred for 45 minutes. TFA was then removed under vacuum, and DCM was used to azeotrope off the remaining TFA (3×) until the oil turned into a solid. MS m/e=335 (M+H)+. Calculated for C15H11ClN2O5 334.04.

Workup

  1. customTFA was then removed under vacuum, and DCM

Sources & evidence

ORD record
ord-a70f944743204abbb29a49c2e4338505
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

Loading…