n-((z)-2-[4-(2,2-Difluoroethoxy)phenyl]-1-{[(2-hydroxyethyl)amino]carbonyl}vinyl)-4-[2-(4-methoxyphenyl)ethoxy]benzamide → n-{1-[4-(2,2-Difluoroethoxy)benzyl]-2-[(2-hydroxyethyl)amino]-2-oxoethyl}-4-[2-(4-methoxyphenyl)ethoxy]benzamide

HRID 1799244Notes

Reaction equation

HRID 1799244 reaction equation
C1(CCOC2C=CC(C(NC(CC3C=CC(CCC)=CC=3)C(NCCO)=O)=O)=CC=2)CC1.[F:33][CH:34]([F:71])[CH2:35][O:36][C:37]1[CH:42]=[CH:41][C:40](/[CH:43]=[C:44](\[NH:51][C:52](=[O:70])[C:53]2[CH:58]=[CH:57][C:56]([O:59][CH2:60][CH2:61][C:62]3[CH:67]=[CH:66][C:65]([O:68][CH3:69])=[CH:64][CH:63]=3)=[CH:55][CH:54]=2)/[C:45]([NH:47][CH2:48][CH2:49][OH:50])=[O:46])=[CH:39][CH:38]=1>>[F:33][CH:34]([F:71])[CH2:35][O:36][C:37]1[CH:42]=[CH:41][C:40]([CH2:43][CH:44]([NH:51][C:52](=[O:70])[C:53]2[CH:58]=[CH:57][C:56]([O:59][CH2:60][CH2:61][C:62]3[CH:63]=[CH:64][C:65]([O:68][CH3:69])=[CH:66][CH:67]=3)=[CH:55][CH:54]=2)[C:45]([NH:47][CH2:48][CH2:49][OH:50])=[O:46])=[CH:39][CH:38]=1

Participants

3

Reactant 2

HCID 57684542n-((z)-2-[4-(2,2-Difluoroethoxy)phenyl]-1-{[(2-hydroxyethyl)amino]carbonyl}vinyl)-4-[2-(4-methoxyphenyl)ethoxy]benzamideHCID 579721504-(2-Cyclopropylethoxy)-n-[2-[(2-hydroxyethyl)amino]-2-oxo-1-(4-propylbenzyl)ethyl]benzamide

Product 1

HCID 57972146n-{1-[4-(2,2-Difluoroethoxy)benzyl]-2-[(2-hydroxyethyl)amino]-2-oxoethyl}-4-[2-(4-methoxyphenyl)ethoxy]benzamideYield 72.7%

Procedure

A reaction similar to that described in Example (1 (1e) was conducted using N-((Z)-2-[4-(2,2-difluoroethoxy)phenyl]-1-{[(2-hydroxyethyl)amino]carbonyl}vinyl)-4-[2-(4-methoxyphenyl)ethoxy]benzamide (200 mg) to give 146 mg of the title compound (white powder).

Workup

  1. customA reaction similar to

Sources & evidence

ORD record
ord-0f64ea05cd6b47499873cc87af5d1f4d
Source dataset
uspto-grants-2013_01
Patent number
US08344029B2

Reaction notes

Loading…