HCID 67099935, compound → HCID 57983373, compound

HRID 1868801Notes

Reaction equation

HRID 1868801 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[C:14]([CH3:19])([CH3:18])[C:13](=[O:20])[C:12]([C:21]([NH:23][CH2:24][C:25]([O:27]C(C)(C)C)=[O:26])=[O:22])=[C:11]2[OH:32]>C(O)(C(F)(F)F)=O>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[C:14]([CH3:19])([CH3:18])[C:13](=[O:20])[C:12]([C:21]([NH:23][CH2:24][C:25]([OH:27])=[O:26])=[O:22])=[C:11]2[OH:32]

Participants

3

Reactant 1

HCID 67099935HCID 67099935, compound

Product 1

HCID 57983373HCID 57983373, compoundYield 40.9%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

1,1-Dimethylethyl N-((6-(2-methylphenyl)-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (160 mg, 367 μmol) was dissolved in TFA (2 mL) at ambient temperature. The reaction was stirred for 30 minutes and then concentrated, precipitated with hexanes, filtered, washed with hexanes, and dried in a vacuum oven to give the title compound (57 mg) as a light yellow solid. MS (m/z)=380 (M+H)+. Calculated for C22H21NO5 379.14.

Workup

  1. concentrationconcentrated
  2. customprecipitated with hexanes
  3. filtrationfiltered
  4. washwashed with hexanes
  5. customdried in a vacuum oven

Sources & evidence

ORD record
ord-70791e2401534022b6cb101f7948f5de
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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