Lithium Hydroxide → {2'-[(Cyclopropanecarbonyl-ethyl-amino)-methyl]-4'-fluoro-6-methoxy-biphenyl-3-yl}-acetic acid

HRID 1920014Notes

Reaction equation

HRID 1920014 reaction equation
C([O:3][C:4](=[O:25])[CH2:5][C:6]1[CH:7]=[C:8]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[CH2:21][NH:22][CH2:23][CH3:24])[C:9]([O:12][CH3:13])=[CH:10][CH:11]=1)C.[CH:26]1([C:29](Cl)=[O:30])[CH2:28][CH2:27]1.C(OC(=O)CC1C=C(C2C=CC(F)=CC=2CN(C(OCC2C=CC=CC=2)=O)CC)C(OC)=CC=1)C.[Li+].[OH-]>C1COCC1>[CH:26]1([C:29]([N:22]([CH2:21][C:15]2[CH:16]=[C:17]([F:20])[CH:18]=[CH:19][C:14]=2[C:8]2[C:9]([O:12][CH3:13])=[CH:10][CH:11]=[C:6]([CH2:5][C:4]([OH:25])=[O:3])[CH:7]=2)[CH2:23][CH3:24])=[O:30])[CH2:28][CH2:27]1

Participants

6

Reactant 4

HCID 3939Lithium HydroxideHCID 77637Cyclopropanecarbonyl chlorideHCID 58149135(2'-Ethylaminomethyl-4'-fluoro-6-methoxy-biphenyl-3-yl)-acetic acid ethyl esterHCID 58149210{2'-[(Benzyloxycarbonyl-ethyl-amino)-methyl]-4'-fluoro-6-methoxy-biphenyl-3-yl}-acetic acid ethyl ester

Product 1

HCID 44158938{2'-[(Cyclopropanecarbonyl-ethyl-amino)-methyl]-4'-fluoro-6-methoxy-biphenyl-3-yl}-acetic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

{2′-[(Cyclopropanecarbonyl-ethyl-amino)-methyl]-4′-fluoro-6-methoxy-biphenyl-3-yl}-acetic acid (Compound 1-186) was prepared by reacting (2′-ethylaminomethyl-4′-fluoro-6-methoxy-biphenyl-3-yl)-acetic acid ethyl ester and cyclopropanecarbonyl chloride according to the procedure described in Example 1, Step 6 and then hydrolyzing the ester with aqueous LiOH in THF at room temperature

Workup

  1. customat room temperature

Sources & evidence

ORD record
ord-eb40c49baa764fb9b5687d9aa34c002b
Source dataset
uspto-grants-2012_05
Patent number
US08168678B2

Reaction notes

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