2-(Ethylamino)ethanol → 5-bromo-6-(ethyl(2-hydroxyethyl)amino)-N-(4-(trifluoromethoxy)phenyl)nicotinamide

HRID 525670Notes

Reaction equation

HRID 525670 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[C:6]([CH:21]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=1)=[O:8].[CH2:23]([NH:25][CH2:26][CH2:27][OH:28])[CH3:24]>>[Br:1][C:2]1[C:3]([N:25]([CH2:23][CH3:24])[CH2:26][CH2:27][OH:28])=[N:4][CH:5]=[C:6]([CH:21]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=1)=[O:8]

Participants

3

Reactant 2

HCID 80722-(Ethylamino)ethanolHCID 867025955-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide

Product 1

HCID 899065775-bromo-6-(ethyl(2-hydroxyethyl)amino)-N-(4-(trifluoromethoxy)phenyl)nicotinamide

Conditions

Temperature
140 °C

Procedure

The title compound was prepared in an analogous fashion to that described in Stage 22.1 using 5-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 6.2) and 2-(ethylamino)ethanol to afford a white solid. (The RM was heated at 140° C. for 18 h). HPLC (Condition 4) tR=5.92 min, UPLC-MS (Condition 3) tR=1.19 min, m/z=450.1 [M+H]+.

Workup

  1. customto afford a white solid

Sources & evidence

ORD record
ord-cf8f939c4493439cbd30d5cf4585539d
Source dataset
uspto-grants-2016_05
Patent number
US09340537B2

Reaction notes

Loading…