5-Morpholinopyridin-3-amine → HCID 57449770, compound

HRID 1431694Notes

Reaction equation

HRID 1431694 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([F:13])=[CH:9][C:10]=2[F:12])[N:5]=[C:4]([N:14]2[CH2:18][C:17]([CH3:20])([CH3:19])[CH2:16][C:15]2=[O:21])[C:3]=1[CH3:22].[O:23]1[CH2:28][CH2:27][N:26]([C:29]2[CH:30]=[C:31]([NH2:35])[CH:32]=[N:33][CH:34]=2)[CH2:25][CH2:24]1>C1(C)C=CC=CC=1>[F:12][C:10]1[CH:9]=[C:8]([F:13])[CH:7]=[C:6]2[C:11]=1[C:2]([NH:35][C:31]1[CH:32]=[N:33][CH:34]=[C:29]([N:26]3[CH2:27][CH2:28][O:23][CH2:24][CH2:25]3)[CH:30]=1)=[C:3]([CH3:22])[C:4]([N:14]1[CH2:18][C:17]([CH3:20])([CH3:19])[CH2:16][C:15]1=[O:21])=[N:5]2

Participants

4

Reactant 2

HCID 583477375-Morpholinopyridin-3-amineHCID 59631088HCID 59631088, compound

Product 1

HCID 57449770HCID 57449770, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Prepared according to Procedure H using 1-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)-4,4-dimethylpyrrolidin-2-one (150 mg, 0.46 mmol) and 5-morpholinopyridin-3-amine in toluene to give 1-(5,7-difluoro-3-methyl-4-(5-morpholinopyridin-3-ylamino)quinolin-2-yl)-4,4-dimethylpyrrolidin-2-one. 1H NMR (CDCl3) δ ppm 8.11 (1H, d, J=1.8 Hz), 8.02 (1H, d, J=9.2 Hz), 7.83 (1H, d, J=2.2 Hz), 7.45 (1H, dd, J=9.3, 1.1 Hz), 7.02 (1H, ddd, J=13.3, 8.6, 2.5 Hz), 6.82 (1H, t, J=2.2 Hz), 3.91 (2H, br. s.), 3.71-3.85 (4H, m), 3.25-3.39 (4H, m), 2.44 (2H, s), 2.09 (3H, s), 1.34 (6H, s). Mass Spectrum (ESI) m/e=468.3 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-693e646d153743099c28eca05528b720
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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