4-[3-(6-Bromo-hexyl)-2-(ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester → HCID 57586479, compound

HRID 420379Notes

Reaction equation

HRID 420379 reaction equation
[CH2:1]([O:3][C:4](=[O:29])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]Br)[C:10]=1[CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH3:2].[F:30][C:31]1[CH:32]=[C:33]([C:37]2[CH:42]=[C:41]([I:43])[CH:40]=[C:39]([OH:44])[CH:38]=2)[CH:34]=[CH:35][CH:36]=1>>[CH2:1]([O:3][C:4](=[O:29])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:44][C:39]2[CH:38]=[C:37]([C:33]3[CH:34]=[CH:35][CH:36]=[C:31]([F:30])[CH:32]=3)[CH:42]=[C:41]([I:43])[CH:40]=2)[C:10]=1[CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH3:2]

Participants

3

Reactant 2

HCID 575864914-[3-(6-Bromo-hexyl)-2-(ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl esterHCID 57586567HCID 57586567, compound

Product 1

HCID 57586479HCID 57586479, compoundYield 99%

Procedure

A similar procedure as described in Example 12, step 7 was used, starting from 4-[3-(6-bromo-hexyl)-2-(ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (1.67 g, 3.54 mmol) and 3′-fluoro-5-iodo-biphenyl-3-ol (1.01 g, 3.22 mmol) to obtain 4-{2-(2-ethoxycarbonyl-ethyl)-3-[6-(3′-fluoro-5-iodo-biphenyl-3-yloxy)-hexyl]-phenoxy}-butyric acid ethyl ester (2.24 g, 99%) as a light yellow oil: ES(+)-HRMS m/e calculated for C35H42FIO6 (M+Na)+ 727.1902, found 727.1902.

Sources & evidence

ORD record
ord-f90a6f6b047544109d4f16cd0598091a
Source dataset
uspto-grants-2012_01
Patent number
US08093385B2

Reaction notes

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