Sodium Hydroxide → HCID 11670857, compound

HRID 250905Notes

Reaction equation

HRID 250905 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:41]=[CH:40][C:7]([CH2:8][O:9][C:10]2[CH:15]=[C:14]([CH2:16][CH2:17][C:18]([O:20]C)=[O:19])[CH:13]=[CH:12][C:11]=2[C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([N:28]([CH3:39])[C:29]([NH:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])=[O:30])[CH:23]=2)=[CH:6][CH:5]=1>O1CCCC1.CO>[F:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][O:9][C:10]2[CH:15]=[C:14]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])[CH:13]=[CH:12][C:11]=2[C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([N:28]([CH3:39])[C:29]([NH:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])=[O:30])[CH:23]=2)=[CH:40][CH:41]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67271470HCID 67271470, compound

Product 1

HCID 11670857HCID 11670857, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

In a manner similar to that of Example (19g), by reaction of 400 mg (10 mmol, 10 eq) of sodium hydroxide and methyl 3-[2-(4-fluorobenzyloxy)-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, 310 mg of 3-[2-(4-fluorobenzyloxy)-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoic acid are obtained in the form of a white powder (m.p.=79° C.). Yield=64% over the two steps.

Workup

  1. customafter crystallization from pentane, 310 mg of 3-[2-(4-fluorobenzyloxy)-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoic acid

Sources & evidence

ORD record
ord-cab21f5fcfac4af59129c2c7c3deb19d
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

Loading…