2-(4-Fluorophenoxy)nicotinic acid → (+/-)-2-[3-Fluoro-4-({[2-(4-fluoro-phenoxy)-pyridine-3-carbonyl]-amino}-methyl)-phenoxy]-propionic acid tert-butyl ester

HRID 350982Notes

Reaction equation

HRID 350982 reaction equation
[F:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[N:15]=[CH:14][CH:13]=[CH:12][C:8]=2[C:9]([OH:11])=O)=[CH:4][CH:3]=1.[C:18]([O:22][C:23](=[O:36])[CH:24]([O:26][C:27]1[CH:32]=[CH:31][C:30]([CH2:33][NH2:34])=[C:29]([F:35])[CH:28]=1)[CH3:25])([CH3:21])([CH3:20])[CH3:19].O1C2C=CC(OC3N=CC=CC=3C(O)=O)=CC=2OC1.COC(=O)COC1C=CC(CN)=C(F)C=1>>[C:18]([O:22][C:23](=[O:36])[CH:24]([O:26][C:27]1[CH:32]=[CH:31][C:30]([CH2:33][NH:34][C:9]([C:8]2[C:7]([O:6][C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:17][CH:16]=3)=[N:15][CH:14]=[CH:13][CH:12]=2)=[O:11])=[C:29]([F:35])[CH:28]=1)[CH3:25])([CH3:19])([CH3:20])[CH3:21]

Participants

5

Reactant 4

HCID 6051232-(4-Fluorophenoxy)nicotinic acidHCID 27368792-(1,3-Benzodioxol-5-yloxy)pyridine-3-carboxylic acidHCID 18174008Methyl 2-[4-(aminomethyl)-3-fluorophenoxy]acetateHCID 23529364(+)-2-(4-Aminomethyl-3-fluoro-phenoxy)-propionic acid tert-butyl ester

Product 1

HCID 23529358(+/-)-2-[3-Fluoro-4-({[2-(4-fluoro-phenoxy)-pyridine-3-carbonyl]-amino}-methyl)-phenoxy]-propionic acid tert-butyl ester

Procedure

The compound of Formula (5.0.24) was prepared in a manner analogous to that described in Preparation 20, substituting 2-(4-fluoro-phenoxy)-nicotinic acid and (±)-2-(4-aminomethyl-3-fluoro-phenoxy)-propionic acid tert-butyl ester for the corresponding 2-(benzo-[1,3]-dioxol-5-yloxy)-nicotinic acid and (4-aminomethyl-3-fluoro-phenoxy)-acetic acid methyl ester materials, respectively.

Workup

  1. customthat described in Preparation 20

Sources & evidence

ORD record
ord-ad8f030e98d94f65a93a7007cec01ce5
Source dataset
uspto-grants-2007_02
Patent number
US07183293B2

Reaction notes

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