(5-Nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester → {5-[4-(4-Fluoro-phenoxy)-phenoxy]-1,3-dioxo-1,3-dihydro-isoindol-2-yl}-acetic acid ethyl ester

HRID 250486

Reaction equation

HRID 250486 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][N:6]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N+]([O-])=O)[CH:12]=2)[C:7]1=[O:19])[CH3:2].[F:21][C:22]1[CH:35]=[CH:34][C:25]([O:26][C:27]2[CH:32]=[CH:31][C:30]([OH:33])=[CH:29][CH:28]=2)=[CH:24][CH:23]=1>>[CH2:1]([O:3][C:4](=[O:20])[CH2:5][N:6]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:33][C:30]3[CH:29]=[CH:28][C:27]([O:26][C:25]4[CH:34]=[CH:35][C:22]([F:21])=[CH:23][CH:24]=4)=[CH:32][CH:31]=3)[CH:12]=2)[C:7]1=[O:19])[CH3:2]

Participants

3

Reactant 2

HCID 784823(5-Nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl esterHCID 129406244-(4-Fluorophenoxy)phenol

Product 1

HCID 66712997{5-[4-(4-Fluoro-phenoxy)-phenoxy]-1,3-dioxo-1,3-dihydro-isoindol-2-yl}-acetic acid ethyl ester

Procedure

Prepared in analogy to Example D-137 a) by reacting (5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester with 4-(4-fluoro-phenoxy)-phenol. 1H NMR (200 MHz, CDCl3) δ 7.80 (d, J=8.0 Hz, 1H), 7.31 (m, 2H), 7.06-7.01 (m, 8H), 4.39 (s, 2H), 4.21 (q, J=7.2, 2H), 1.30 (t, J=7.3, 3H).

Workup

  1. customPrepared in analogy to Example D-137 a)

Sources & evidence

ORD record
ord-06550a8ba3ac44758d7ff32d53ae21ab
Source dataset
uspto-grants-2011_01
Patent number
US07863292B2

Linked notes

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