2,5-Dimorpholinopyridin-3-amine → HCID 59631528, compound

HRID 1431644Notes

Reaction equation

HRID 1431644 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[C:37]([NH2:38])=[CH:36][C:35]([N:39]3[CH2:44][CH2:43][O:42][CH2:41][CH2:40]3)=[CH:34][N:33]=2)[CH2:28][CH2:27]1>C1(C)C=CC=CC=1>[O:26]1[CH2:31][CH2:30][N:29]([C:32]2[C:37]([NH:38][C:2]3[C:11]4[C:6](=[CH:7][C:8]([F:13])=[CH:9][C:10]=4[F:12])[N:5]=[C:4]([C:14]4[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=4[S:21]([CH3:24])(=[O:23])=[O:22])[C:3]=3[CH3:25])=[CH:36][C:35]([N:39]3[CH2:40][CH2:41][O:42][CH2:43][CH2:44]3)=[CH:34][N:33]=2)[CH2:28][CH2:27]1

Participants

4

Reactant 2

HCID 596310462,5-Dimorpholinopyridin-3-amineHCID 59631240HCID 59631240, compound

Product 1

HCID 59631528HCID 59631528, 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 (50.0 mg, 0.13 mmol) and 2,5-dimorpholinopyridin-3-amine in toluene to give N-(2,5-dimorpholinopyridin-3-yl)-5,7-difluoro-3-methyl-2-(5-methyl-2-(methylsulfonyl)phenyl)-quinolin-4-amine. 1H NMR (CDCl3) δ ppm 8.07 (1H, d, J=8.0 Hz), 7.83 (1H, d, J=12.5 Hz), 7.42-7.58 (3H, m), 7.21 (1H, br. s.), 7.05 (1H, ddd, J=13.6, 8.6, 2.6 Hz), 6.53 (1H, br. s.), 3.84-4.04 (4H, m), 3.78 (4H, d, J=4.3 Hz), 3.41 (2H, br. s.), 2.85-3.21 (9H, m), 2.50 (3H, s), 1.93 (3H, s). Mass Spectrum (ESI) m/e=610.3 (M+1).

Workup

  1. customEssentially prepared

Sources & evidence

ORD record
ord-808aa1be2ce540adba1a1789572cc8dc
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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