HCID 178451287, compound → HCID 178525896, compound

HRID 2078350Notes

Reaction equation

HRID 2078350 reaction equation
C([O:5][C:6](=[O:29])[CH2:7][NH:8][C:9]([C:11]1[C:25](=[O:26])[C:24]2[C:19](=[C:20]([Cl:27])[CH:21]=[CH:22][CH:23]=2)[C:13]2([CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[C:12]=1[OH:28])=[O:10])(C)(C)C>C(O)(C(F)(F)F)=O.O>[Cl:27][C:20]1[CH:21]=[CH:22][CH:23]=[C:24]2[C:19]=1[C:13]1([CH2:18][CH2:17][O:16][CH2:15][CH2:14]1)[C:12]([OH:28])=[C:11]([C:9]([NH:8][CH2:7][C:6]([OH:29])=[O:5])=[O:10])[C:25]2=[O:26]

Participants

4

Reactant 1

HCID 178451287HCID 178451287, compound

Product 1

HCID 178525896HCID 178525896, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A mixture of t-butyl-N-((8-chloro-2-hydroxy-4-oxo-2′,3′,5′,6′-tetrahydro-4H-spiro[naphthalene-1,4′-pyran]-3-yl)carbonyl)glycinate (0.13 g, 0.31 mmol) in 1.5 mL TFA was stirred at room temperature for 30 minutes. The mixture was diluted with 20 mL water, and a white solid precipitate formed. The solid was collected by filtration and washed with 20 mL water. The solid was dried under high vacuum to give 0.11 g off-white solid. MS m/e: (M+H)+ 366.

Workup

  1. customa white solid precipitate formed
  2. filtrationThe solid was collected by filtration
  3. washwashed with 20 mL water
  4. customThe solid was dried under high vacuum

Sources & evidence

ORD record
ord-a77b0cdf1b6c4108bf86d08702534a61
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

Loading…