Sodium Hydroxide → HCID 11503715, compound

HRID 250875Notes

Reaction equation

HRID 250875 reaction equation
[OH-].[Na+].[CH2:3]([O:7][C:8]1[CH:13]=[C:12]([CH2:14][CH2:15][C:16]([O:18]C)=[O:17])[CH:11]=[CH:10][C:9]=1[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([N:26]([CH3:37])[C:27]([NH:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])=[O:28])[CH:21]=1)[CH2:4][CH2:5][CH3:6]>O1CCCC1.CO>[CH2:3]([O:7][C:8]1[CH:13]=[C:12]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])[CH:11]=[CH:10][C:9]=1[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([N:26]([CH3:37])[C:27]([NH:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])=[O:28])[CH:21]=1)[CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67273737HCID 67273737, compound

Product 1

HCID 11503715HCID 11503715, compoundYield 64%

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, ˜8 eq) of sodium hydroxide and methyl 3-[2-butoxy-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoate, prepared in the preceding step, in 6 ml of a tetrahydrofuran/methanol mixture (8/2), and after crystallization from pentane, 200 mg of 3-[2-butoxy-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoic acid are obtained in the form of a white powder (m.p.=77-78° C.). Yield=64% over the two steps a and b.

Workup

  1. customafter crystallization from pentane, 200 mg of 3-[2-butoxy-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoic acid

Sources & evidence

ORD record
ord-7ff317aec129499bbf362cbf443cc9aa
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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