Sodium Hydroxide → HCID 57713317, compound

HRID 1983850Notes

Reaction equation

HRID 1983850 reaction equation
CC(C)=O.[Cl:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([C:32]3[CH:33]=[C:34](/[CH:38]=[CH:39]/[C:40]([OH:42])=[O:41])[CH:35]=[CH:36][CH:37]=3)=[C:11]([CH2:17][C:18]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=3[C:28]([F:31])([F:30])[F:29])=[O:19])[C:12](=[O:16])[O:13]2)=[CH:8][C:7]=1[CH3:43].[OH-].[Na+:45]>CC(C)=O>[Cl:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([C:32]3[CH:33]=[C:34](/[CH:38]=[CH:39]/[C:40]([O-:42])=[O:41])[CH:35]=[CH:36][CH:37]=3)=[C:11]([CH2:17][C:18]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=3[C:28]([F:29])([F:31])[F:30])=[O:19])[C:12](=[O:16])[O:13]2)=[CH:8][C:7]=1[CH3:43].[Na+:45]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86614657HCID 86614657, compound

Product 1

HCID 57713317HCID 57713317, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of (2E)-3-{3-[7-chloro-3-(2-{[4-fluoro-2-(trifluoromethyl)phenyl]amino}-2-oxoethyl)-6-methyl-2-oxo-2H-chromen-4-yl]phenyl}acrylic acid acetone solvate (1.13 g) and acetone (20.5 ml) was heated to 50° C., and 2N NaOH (0.91 ml) was added dropwise thereto with stirring. The mixture was stirred at 50° C. for 2 hours and then at 5° C. for 1 hour, and crystals precipitated were collected by filtration. The crystals were washed successively with cold acetone/water (95/5, 2 ml) and cold acetone (2 ml) to obtain the title compound (0.974 g, yield 91.9%).

Workup

  1. stirringThe mixture was stirred at 50° C. for 2 hours
  2. customcrystals precipitated
  3. filtrationwere collected by filtration
  4. washThe crystals were washed successively with cold acetone/water (95/5, 2 ml) and cold acetone (2 ml)

Sources & evidence

ORD record
ord-65d6fc7c2d3940dabb2aa5611e820e5b
Source dataset
uspto-grants-2009_06
Patent number
US07541478B2

Reaction notes

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