1-(4-Bromophenyl)ethylamine → N-[1-(4-Bromophenyl)ethyl]-5-fluoro-2-(4-fluorophenoxy)nicotinamide

HRID 1293163Notes

Reaction equation

HRID 1293163 reaction equation
[F:1][C:2]1[CH:3]=[N:4][C:5]([O:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[Br:19][C:20]1[CH:25]=[CH:24][C:23]([CH:26]([NH2:28])[CH3:27])=[CH:22][CH:21]=1>>[Br:19][C:20]1[CH:25]=[CH:24][C:23]([CH:26]([NH:28][C:7](=[O:9])[C:6]2[CH:10]=[C:2]([F:1])[CH:3]=[N:4][C:5]=2[O:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH3:27])=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 911751-(4-Bromophenyl)ethylamineHCID 575722785-Fluoro-2-(4-fluorophenoxy)nicotinic acid

Product 1

HCID 57572321N-[1-(4-Bromophenyl)ethyl]-5-fluoro-2-(4-fluorophenoxy)nicotinamide

Procedure

The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-fluoro-2-(4-fluorophenoxy)nicotinic acid (step 2 of Example 1) and [1-(4-bromophenyl)ethyl]amine: 1H-NMR (CDCl3) δ 8.31 (1H, ddd, J=8.2, 3.1, 0.9 Hz), 8.14 (1H, d, J=7.2 Hz), 8.03 (1H, dd, J=3.1, 1.1 Hz), 7.45 (2H, dd, J=7.0, 0.9 Hz), 7.25–7.09 (6H, m), 5.28 (1H, dq, J=7.2, 7.0 Hz), 1.57 (3H, d, J=7.0 Hz); MS (ESI) m/z 433 (M+H)+, 431 (M−H)−.

Sources & evidence

ORD record
ord-52940732d4914e3e998de4d5ed81d512
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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