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

HRID 2197375Notes

Reaction equation

HRID 2197375 reaction equation
[CH:1]1([C:4](Cl)=[O:5])[CH2:3][CH2:2]1.C([O:9][C:10](=[O:41])[CH2:11][C:12]1[CH:13]=[C:14]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=2[CH2:27][N:28](C(OCC2C=CC=CC=2)=O)[CH2:29][CH3:30])[C:15]([O:18][CH3:19])=[CH:16][CH:17]=1)C.[Li+].[OH-]>C1COCC1>[CH:1]1([C:4]([N:28]([CH2:27][C:21]2[CH:22]=[C:23]([F:26])[CH:24]=[CH:25][C:20]=2[C:14]2[C:15]([O:18][CH3:19])=[CH:16][CH:17]=[C:12]([CH2:11][C:10]([OH:41])=[O:9])[CH:13]=2)[CH2:29][CH3:30])=[O:5])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 77637Cyclopropanecarbonyl chlorideHCID 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-119e5a49bae5434d84db68b61006ddb4
Source dataset
uspto-grants-2012_12
Patent number
US08338484B2

Reaction notes

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