5-Morpholinopyridin-3-amine → HCID 59631469, compound

HRID 1431643Notes

Reaction equation

HRID 1431643 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]([C:14]2[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=2[S:21]([CH3:24])(=[O:23])=[O:22])[C:3]=1[CH3:25].[O:26]1[CH2:31][CH2:30][N:29]([C:32]2[CH:33]=[C:34]([NH2:38])[CH:35]=[N:36][CH:37]=2)[CH2:28][CH2:27]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:38][C:34]1[CH:35]=[N:36][CH:37]=[C:32]([N:29]3[CH2:30][CH2:31][O:26][CH2:27][CH2:28]3)[CH:33]=1)=[C:3]([CH3:25])[C:4]([C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=1[S:21]([CH3:24])(=[O:23])=[O:22])=[N:5]2

Participants

4

Reactant 2

HCID 583477375-Morpholinopyridin-3-amineHCID 59631240HCID 59631240, compound

Product 1

HCID 59631469HCID 59631469, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Essentially prepared according to Procedure H using 4-chloro-5,7-difluoro-3-methyl-2-(5-methyl-2-(methylsulfonyl)phenyl)quinoline (60.0 mg, 0.16 mmol) and 5-morpholinopyridin-3-amine in toluene to give 5,7-difluoro-3-methyl-2-(5-methyl-2-(methylsulfonyl)phenyl)-N-(5-morpholinopyridin-3-yl)quinolin-4-amine. 1H NMR (CDCl3) δ ppm 8.05 (1H, d, J=8.0 Hz), 7.83-7.92 (2H, m), 7.44-7.52 (2H, m), 7.00-7.24 (3H, m), 6.54-6.59 (1H, m), 3.79 (3H, t, J=4.9 Hz), 3.09-3.25 (4H, m), 3.07 (2H, s), 2.50 (2H, s), 2.04 (1H, s), 1.89 (3H, s), 1.26 (2H, t, J=7.1 Hz). Mass Spectrum (ESI) m/e=525.3 (M+1).

Workup

  1. customEssentially prepared

Sources & evidence

ORD record
ord-c7b5feed836044abbbeafe77a9c8531a
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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