2,6-Dimethylmorpholine → N-(4-chloro-3-(pyridin-2-yl)phenyl)-6-(2,6-dimethylmorpholino)nicotinamide

HRID 923114Notes

Reaction equation

HRID 923114 reaction equation
Cl[C:2]1[CH:23]=[CH:22][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=3)[CH:10]=2)=[O:7])=[CH:4][N:3]=1.[CH3:24][CH:25]1[O:30][CH:29]([CH3:31])[CH2:28][NH:27][CH2:26]1>C(O)CCC>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([NH:8][C:6](=[O:7])[C:5]2[CH:22]=[CH:23][C:2]([N:27]3[CH2:26][CH:25]([CH3:24])[O:30][CH:29]([CH3:31])[CH2:28]3)=[N:3][CH:4]=2)=[CH:10][C:11]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1

Participants

4

Reactant 2

HCID 1108622,6-DimethylmorpholineHCID 586148106-Chloro-N-[4-chloro-3-(pyridin-2-yl)phenyl]pyridine-3-carboxamide

Product 1

HCID 58614663N-(4-chloro-3-(pyridin-2-yl)phenyl)-6-(2,6-dimethylmorpholino)nicotinamide

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

Procedure F was performed using 50 mg of 6-chloro-N-(4-chloro-3-(pyridin-2-yl)phenyl)nicotinamide and 90 μL of 2,6-dimethylmorpholine in 0.5 mL of BuOH. Purified by reverse phase HPLC to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)-6-(2,6-dimethylmorpholino)nicotinamide. MS (Q1) 423.4 (M)+.

Workup

  1. customPurified by reverse phase HPLC

Sources & evidence

ORD record
ord-2f674c6e8a3944dfb94724edf3e0aea2
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

Loading…