HCID 67100099, compound → HCID 57983384, compound

HRID 1868781Notes

Reaction equation

HRID 1868781 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[F:12])[C:8]([CH3:14])([CH3:13])[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>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[F:12])[C:8]([CH3:14])([CH3:13])[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 67100099HCID 67100099, compound

Product 1

HCID 57983384HCID 57983384, compoundYield 85.7%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

1,1-Dimethylethyl N-((6,7-difluoro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (312 mg, 818 μmol) was dissolved in TFA (2 mL) at ambient temperature and reacted for 30 minutes. The mixture was then concentrated, precipitated with hexanes, filtered, and dried in a vacuum oven to give the title compound (228 mg, 85.7% yield) as a white solid. MS (m/z)=326 (M+H)+. Calculated for C15H13F2NO5 325.08.

Workup

  1. customreacted for 30 minutes
  2. concentrationThe mixture was then concentrated
  3. customprecipitated with hexanes
  4. filtrationfiltered
  5. customdried in a vacuum oven

Sources & evidence

ORD record
ord-00f8b34ae7f140d19030138a4b503786
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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