Ethanamine, 2-fluoro-, hydrochloride → N-{2-[(2-Fluoroethyl)amino]-2-oxo-1-[4-(trifluoromethoxy)benzyl]ethyl}-4-(3,3,3-trifluoropropoxy)benzamide

HRID 1799282Notes

Reaction equation

HRID 1799282 reaction equation
[F:1][C:2]([F:32])([F:31])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH:11]([NH:15][C:16](=[O:30])[C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][C:26]([F:29])([F:28])[F:27])=[CH:19][CH:18]=2)[C:12](O)=[O:13])=[CH:6][CH:5]=1.Cl.[F:34][CH2:35][CH2:36][NH2:37]>>[F:34][CH2:35][CH2:36][NH:37][C:12](=[O:13])[CH:11]([NH:15][C:16](=[O:30])[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][C:26]([F:29])([F:28])[F:27])=[CH:19][CH:18]=1)[CH2:10][C:7]1[CH:6]=[CH:5][C:4]([O:3][C:2]([F:32])([F:31])[F:1])=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 9995Ethanamine, 2-fluoro-, hydrochlorideHCID 780686233-[4-(Trifluoromethoxy)phenyl]-2-{[4-(3,3,3-trifluoropropoxy)benzoyl]amino}propanoic acid

Product 1

HCID 57972092N-{2-[(2-Fluoroethyl)amino]-2-oxo-1-[4-(trifluoromethoxy)benzyl]ethyl}-4-(3,3,3-trifluoropropoxy)benzamideYield 116.5%

Procedure

A reaction similar to that described in Example 32 (32c) was conducted using 3-[4-(trifluoromethoxy)phenyl]-2-{[4-(3,3,3-trifluoropropoxy)benzoyl]amino}propanoic acid (6.00 g) prepared in Example 70 (70a) and 2-fluoroethylamine hydrochloride (1.71 g) to give 7.67 g of the title compound (white powder).

Workup

  1. customA reaction similar to

Sources & evidence

ORD record
ord-3f328738ceed4503b4eb2433fae0a059
Source dataset
uspto-grants-2013_01
Patent number
US08344029B2

Reaction notes

Loading…