Trifluoroacetic acid → HCID 57983565, compound

HRID 1868900Notes

Reaction equation

HRID 1868900 reaction equation
[Cl:1][C:2]1[CH:16]=[C:15]2[C:5]([C:6]([OH:29])=[C:7]([C:18]([NH:20][CH2:21][C:22]([O:24]C(C)(C)C)=[O:23])=[O:19])[C:8](=[O:17])[C:9]32[CH2:14][CH2:13][O:12][CH2:11][CH2:10]3)=[CH:4][C:3]=1[F:30].C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[CH:16]=[C:15]2[C:5]([C:6]([OH:29])=[C:7]([C:18]([NH:20][CH2:21][C:22]([OH:24])=[O:23])=[O:19])[C:8](=[O:17])[C:9]32[CH2:10][CH2:11][O:12][CH2:13][CH2:14]3)=[CH:4][C:3]=1[F:30]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67100162HCID 67100162, compound

Product 1

HCID 57983565HCID 57983565, compoundYield 70.9%

Procedure

1,1-Dimethylethyl N-((7-chloro-6-fluoro-4-hydroxy-2-oxo-2′,3′,5′,6′-tetrahydro-spiro[naphthalene-1,4′-pyran]-3-yl)carbonyl)glycinate (79 mg, 180 μmol) was reacted with TFA (2 mL) at ambient temperature for 30 minutes. The resulting mixture was concentrated, precipitated with hexanes, filtered, washed with hexanes, and dried in a vacuum oven to give the title compound (49 mg) as an off-white solid. MS m/e=384 (M+H)+. Calculated for C17H15NO6 383.06.

Workup

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

Sources & evidence

ORD record
ord-6efb95bfa31a451dbed96d545d56a63a
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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