Sodium Hydroxide → HCID 11655103, compound

HRID 250891Notes

Reaction equation

HRID 250891 reaction equation
[OH-].[Na+].[CH2:3]([O:5][C:6]1[CH:11]=[C:10]([CH2:12][CH2:13][C:14]([O:16]C)=[O:15])[CH:9]=[CH:8][C:7]=1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([N:24]([CH3:35])[C:25]([NH:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[O:26])[CH:19]=1)[CH3:4]>O1CCCC1.CO>[CH2:3]([O:5][C:6]1[CH:11]=[C:10]([CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH:9]=[CH:8][C:7]=1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([N:24]([CH3:35])[C:25]([NH:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[O:26])[CH:19]=1)[CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67273584HCID 67273584, compound

Product 1

HCID 11655103HCID 11655103, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

In a manner similar to that of Example (19g), by reaction of 400 mg (10.0 mmol, 4.8 eq) of sodium hydroxide and methyl 3-[2-ethoxy-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoate, obtained in the preceding step, in 10 ml of a tetrahydrofuran/methanol mixture (8/2), and after crystallization from pentane/isopropyl ether, 246 mg of 3-[2-ethoxy-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoic acid are obtained in the form of a white powder (m.p.=64° C.). Yield=78% over the two steps

Workup

  1. customafter crystallization from pentane/isopropyl ether, 246 mg of 3-[2-ethoxy-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoic acid

Sources & evidence

ORD record
ord-77195bd9220940f68589e5914c6c53bc
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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