Sodium Hydroxide → HCID 11613131, compound

HRID 250893Notes

Reaction equation

HRID 250893 reaction equation
[OH-].[Na+].[CH2:3]([NH:10][C:11](=[O:39])[N:12]([C:14]1[CH:15]=[C:16]([C:20]2[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][C:28]([O:30]C)=[O:29])=[CH:22][C:21]=2[O:32][CH2:33][CH2:34][C:35]([F:38])([F:37])[F:36])[CH:17]=[CH:18][CH:19]=1)[CH3:13])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]>O1CCCC1.CO>[CH2:3]([NH:10][C:11](=[O:39])[N:12]([C:14]1[CH:15]=[C:16]([C:20]2[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][C:28]([OH:30])=[O:29])=[CH:22][C:21]=2[O:32][CH2:33][CH2:34][C:35]([F:37])([F:38])[F:36])[CH:17]=[CH:18][CH:19]=1)[CH3:13])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67272677HCID 67272677, compound

Product 1

HCID 11613131HCID 11613131, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

In a manner similar to that of Example (19g), by reaction of 50 mg (1.25 mmol, 13 eq) of sodium hydroxide and 50 mg (0.096 mmol, 1 eq) of methyl 3-[3′-(3-heptyl-1-methylureido)-2-(3,3,3-trifluoropropoxy)biphenyl-4-yl]propanoate in 3 ml of a tetrahydrofuran/methanol mixture (8/2) at room temperature for 2 hours, and after crystallization from pentane/isopropyl ether, 14 mg of 3-[3′-(3-heptyl-1-methylureido)-2-(3,3,3-trifluoropropoxy)biphenyl-4-yl]propanoic acid are obtained in the form of a white powder (m.p.=90° C.). Yield=29%

Workup

  1. customafter crystallization from pentane/isopropyl ether, 14 mg of 3-[3′-(3-heptyl-1-methylureido)-2-(3,3,3-trifluoropropoxy)biphenyl-4-yl]propanoic acid

Sources & evidence

ORD record
ord-50bd7d5eb4ba493a8fbbb79150470357
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

Loading…