Sodium Hydroxide → HCID 11620024, compound

HRID 250914Notes

Reaction equation

HRID 250914 reaction equation
[OH-].[Na+].[CH2:3]([O:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[C:13]([CH2:15][CH2:16][C:17]([O:19]C)=[O:18])[CH:12]=[CH:11][C:10]=1[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([N:27]([CH3:38])[C:28]([NH:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[O:29])[CH:22]=1)[CH3:4]>O1CCCC1.CO>[CH2:3]([O:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[C:13]([CH2:15][CH2:16][C:17]([OH:19])=[O:18])[CH:12]=[CH:11][C:10]=1[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([N:27]([CH3:38])[C:28]([NH:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[O:29])[CH:22]=1)[CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67273119HCID 67273119, compound

Product 1

HCID 11620024HCID 11620024, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

In a manner similar to that of Example (19g), by reaction of 400 mg (10 mmol, 14 eq) of sodium hydroxide and methyl 3-[2-(2-ethoxyethoxy)-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 and isopropyl ether, 245 mg of 3-[2-(2-ethoxyethoxy)-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoic acid are obtained in the form of a white powder (m.p.=63° C.). Yield=62% over the two steps.

Workup

  1. customafter crystallization from pentane and isopropyl ether, 245 mg of 3-[2-(2-ethoxyethoxy)-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoic acid

Sources & evidence

ORD record
ord-8b61962eaac247c691597182a6c8b403
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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