Pyridine → N-(3-(4-(4-phenoxyphenoxy)pyridin-3-yl)phenyl)propionamide

HRID 1522306Notes

Reaction equation

HRID 1522306 reaction equation
[O:1]([C:8]1[CH:27]=[CH:26][C:11]([O:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][C:14]=2[C:19]2[CH:20]=[C:21]([CH:23]=[CH:24][CH:25]=2)[NH2:22])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.CN1C[CH2:38][CH2:37][C:36]1=[O:40]>ClCCl>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([O:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][C:14]=2[C:19]2[CH:20]=[C:21]([NH:22][C:36](=[O:40])[CH2:37][CH3:38])[CH:23]=[CH:24][CH:25]=2)=[CH:26][CH:27]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 13387N-methyl-2-pyrrolidoneHCID 714740103-(4-(4-Phenoxyphenoxy)pyridin-3-yl)aniline

Product 1

HCID 71092779N-(3-(4-(4-phenoxyphenoxy)pyridin-3-yl)phenyl)propionamideYield 65%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-(3-(4-(4-phenoxyphenoxy)pyridin-3-yl)phenyl)propionamide was prepared from 3-(4-(4-phenoxyphenoxy)pyridin-3-yl)aniline and pyridine instead of N,N-diethylethanamine, 1-methylpyrrolidin-2-one, dichloromethane using Method G (65% yield). HPLC: 92%, RT=4.234 min. MS: m/z=411 [M+H]+, RT=3.35 min.

Sources & evidence

ORD record
ord-33862a5c9378408aa6e7b85b1ec71cee
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

Loading…