5-Morpholinopyridin-3-amine → HCID 57449778, compound

HRID 1431609Notes

Reaction equation

HRID 1431609 reaction equation
Br[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]([CH2:20][CH3:21])[C:16](=[O:22])[CH2:15]2)[C:3]=1[CH3:23].[O:24]1[CH2:29][CH2:28][N:27]([C:30]2[CH:31]=[C:32]([NH2:36])[CH:33]=[N:34][CH:35]=2)[CH2:26][CH2:25]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:36][C:32]1[CH:33]=[N:34][CH:35]=[C:30]([N:27]3[CH2:28][CH2:29][O:24][CH2:25][CH2:26]3)[CH:31]=1)=[C:3]([CH3:23])[C:4]([N:14]1[CH2:19][CH2:18][N:17]([CH2:20][CH3:21])[C:16](=[O:22])[CH2:15]1)=[N:5]2

Participants

4

Reactant 2

HCID 583477375-Morpholinopyridin-3-amineHCID 59631366HCID 59631366, compound

Product 1

HCID 57449778HCID 57449778, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Essentially prepared according to Procedure H using 4-(4-bromo-5,7-difluoro-3-methylquinolin-2-yl)-1-ethylpiperazin-2-one (31.0 mg, 0.081 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-ethyl-2-piperazinone. 1H NMR (400 MHz, CDCl3) δ ppm 7.85 (1H, d, J=2.2 Hz), 7.75 (1H, d, J=2.0 Hz), 7.57 (1H, d, J=6.7 Hz), 7.28-7.36 (1H, m), 6.93 (1H, s), 6.83 (1H, ddd, J=13.3, 8.7, 2.5 Hz), 4.11 (2H, s), 3.81-3.92 (4H, m), 3.72 (2H, t, J=5.3 Hz), 3.43-3.56 (4H, m), 3.19-3.30 (4H, m), 2.20 (3H, s), 1.18 (3H, t, J=7.2 Hz). Mass Spectrum (ESI) m/e=483.3 (M+1).

Workup

  1. customEssentially prepared

Sources & evidence

ORD record
ord-e6047866117343688660882550d2972e
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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