5-Morpholinopyridin-3-amine → HCID 59631522, compound

HRID 1431436Notes

Reaction equation

HRID 1431436 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[CH2:19][CH2:18][N:17]([CH3:20])[C:16](=[O:21])[CH2:15]2)[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[CH2:19][CH2:18][N:17]([CH3:20])[C:16](=[O:21])[CH2:15]1)=[N:5]2

Participants

4

Reactant 2

HCID 583477375-Morpholinopyridin-3-amineHCID 59631155HCID 59631155, compound

Product 1

HCID 59631522HCID 59631522, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Prepared according to Procedure H using 4-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)-1-methylpiperazin-2-one (31.0 mg, 0.095 mmol) and 5-morpholinopyridin-3-amine in toluene to give 4-(5,7-difluoro-3-methyl-4-((5-(4-morpholinyl)-3-pyridinyl)amino)-2-quinolinyl)-1-methyl-2-piperazinone. 1H NMR (400 MHz, chloroform-d) δ ppm 7.95 (1H, br. s.), 7.71 (1H, br. s.), 7.31 (1H, ddd, J=9.8, 2.6, 1.3 Hz), 6.94 (1H, d, J=13.1 Hz), 6.83 (1H, ddd, J=13.9, 8.6, 2.5 Hz), 6.60 (1H, s), 4.07 (2H, s), 3.84-3.91 (4H, m), 3.67 (2H, t, J=5.4 Hz), 3.53 (2H, t, J=5.4 Hz), 3.13-3.21 (4H, m), 3.03 (3H, s), 2.08 (3H, s). Mass Spectrum (ESI) m/e=469.3 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-b80ae658637b41d18fe55e3351464b64
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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