Sodium Hydroxide → HCID 11561022, compound

HRID 250884Notes

Reaction equation

HRID 250884 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:5]=[C:6]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N:23]([CH3:34])[C:24]([NH:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[O:25])[CH:18]=2)[CH:7]=[C:8]([F:16])[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:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N:23]([CH3:34])[C:24]([NH:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[O:25])[CH:18]=2)[CH:7]=[C:8]([F:16])[C:9]=1/[CH:10]=[CH:11]/[C:12]([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67272729HCID 67272729, compound

Product 1

HCID 11561022HCID 11561022, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

In a manner similar to that of Example (19g), by reaction of 400 mg (10 mmol, 7.0 eq) of sodium hydroxide and 630 mg (1.41 mmol, 1 eq) of methyl (E)-3-[3,5-difluoro-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylate in 15 ml of a tetrahydrofuran/methanol mixture (8/2), and after crystallization from dichloromethane/heptane, 450 mg of (E)-3-[3,5-difluoro-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylic acid are obtained in the form of a white powder (m.p.=136° C.). Yield=74%

Workup

  1. customafter crystallization from dichloromethane/heptane, 450 mg of (E)-3-[3,5-difluoro-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylic acid

Sources & evidence

ORD record
ord-85ddb1d5897a4d6c8ea2013fa5ecac78
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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