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

HRID 2197374Notes

Reaction equation

HRID 2197374 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.[C:26](Cl)(=[O:28])[CH3:27].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>[C:26]([N:22]([CH2:21][C:15]1[CH:16]=[C:17]([F:20])[CH:18]=[CH:19][C:14]=1[C:8]1[C:9]([O:12][CH3:13])=[CH:10][CH:11]=[C:6]([CH2:5][C:4]([OH:25])=[O:3])[CH:7]=1)[CH2:23][CH3:24])(=[O:28])[CH3:27]

Participants

6

Reactant 4

HCID 3939Lithium HydroxideHCID 6367Acetyl 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 56849341{2'-[(Acetyl-ethyl-amino)-methyl]-4'-fluoro-6-methoxy-biphenyl-3-yl}-acetic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

{2′-[(Acetyl-ethyl-amino)-methyl]-4′-fluoro-6-methoxy-biphenyl-3-yl}-acetic acid (Compound 1-184) was prepared by reacting (2′-ethylaminomethyl-4′-fluoro-6-methoxy-biphenyl-3-yl)-acetic acid ethyl ester and acetyl 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-d21f2ce765864c1785ac2d90375583f3
Source dataset
uspto-grants-2012_12
Patent number
US08338484B2

Reaction notes

Loading…