Trifluoroacetic acid → HCID 57983411, compound

HRID 2078303Notes

Reaction equation

HRID 2078303 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:26])=[C:7]([C:15]([NH:17][CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])=[O:16])[C:8](=[O:14])[C:9]2([CH3:13])[CH3:12])=[CH:4][C:3]=1[F:27].C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:26])=[C:7]([C:15]([NH:17][CH2:18][C:19]([OH:21])=[O:20])=[O:16])[C:8](=[O:14])[C:9]2([CH3:13])[CH3:12])=[CH:4][C:3]=1[F:27]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67100018HCID 67100018, compound

Product 1

HCID 57983411HCID 57983411, compoundYield 80.9%

Procedure

1,1-Dimethylethyl N-((7-chloro-6-fluoro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (200 mg, 503 μmol) was reacted with TFA (2 mL) at ambient temperature for 30 minutes. The mixture was concentrated, precipitated with hexanes, filtered, washed with hexanes, and dried in a vacuum oven to give the title compound (139 mg) as a white solid. MS m/e=342 (M+H)+. Calculated for C15H13NO5 341.05.

Workup

  1. concentrationThe mixture was concentrated
  2. customprecipitated with hexanes
  3. filtrationfiltered
  4. washwashed with hexanes
  5. customdried in a vacuum oven

Sources & evidence

ORD record
ord-fbc27fe33a4b423abaa045445cbbdfe0
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

Loading…