HCID 67099576, compound → HCID 57983470, compound

HRID 2078260Notes

Reaction equation

HRID 2078260 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-bc187181b6ff49aea66e7575f5415b11
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

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