Sodium Hydroxide → HCID 11690124, compound

HRID 250867Notes

Reaction equation

HRID 250867 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:5]=[C:6]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([N:22]([CH3:33])[C:23]([NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[O:24])[CH:17]=2)[CH:7]=[CH:8][C:9]=1/[CH:10]=[CH:11]/[C:12]([O:14]C)=[O:13]>O1CCCC1.CO>[F:3][C:4]1[CH:5]=[C:6]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([N:22]([CH3:33])[C:23]([NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[O:24])[CH:17]=2)[CH:7]=[CH:8][C:9]=1/[CH:10]=[CH:11]/[C:12]([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67271883HCID 67271883, compound

Product 1

HCID 11690124HCID 11690124, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

In a manner similar to that of Example (19g), by reaction of 200 mg (5.0 mmol, 4.7 eq) of sodium hydroxide, 210 mg (0.51 mmol, 1 eq) of methyl (E)-3-[3-fluoro-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylate (prepared in Example 3b) in 6 ml of a tetrahydrofuran/methanol mixture (8/2), and after crystallization from pentane, 165 mg of (E)-3-[3-fluoro-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylic acid are obtained in the form of a white powder. (m.p.=148-149° C.). Yield=81%

Workup

  1. customafter crystallization from pentane, 165 mg of (E)-3-[3-fluoro-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylic acid
  2. customare obtained in the form of a white powder

Sources & evidence

ORD record
ord-a2fcc7f92abb4acaa74ea75acf33b03e
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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