2,5-Dimorpholinopyridin-3-amine → HCID 59631492, compound

HRID 1431432Notes

Reaction equation

HRID 1431432 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][CH2:17][CH2:16][C:15]2=[O:19])[C:3]=1[CH3:20].[O:21]1[CH2:26][CH2:25][N:24]([C:27]2[C:32]([NH2:33])=[CH:31][C:30]([N:34]3[CH2:39][CH2:38][O:37][CH2:36][CH2:35]3)=[CH:29][N:28]=2)[CH2:23][CH2:22]1>C1(C)C=CC=CC=1>[N:24]1([C:27]2[C:32]([NH:33][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]([N:14]4[CH2:18][CH2:17][CH2:16][C:15]4=[O:19])[C:3]=3[CH3:20])=[CH:31][C:30]([N:34]3[CH2:35][CH2:36][O:37][CH2:38][CH2:39]3)=[CH:29][N:28]=2)[CH2:23][CH2:22][O:21][CH2:26][CH2:25]1

Participants

4

Reactant 2

HCID 596310462,5-Dimorpholinopyridin-3-amineHCID 59631496HCID 59631496, compound

Product 1

HCID 59631492HCID 59631492, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Prepared according to Procedure H using 1-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)pyrrolidin-2-one (35.0 mg, 0.120 mmol) and 2,5-dimorpholinopyridin-3-amine in toluene to give 1-(4-((2,5-di-4-morpholinyl-3-pyridinyl)-amino)-5,7-difluoro-3-methyl-2-quinolinyl)-2-pyrrolidinone. 1H NMR (400 MHz, chloroform-d) δ ppm 8.09 (1H, d, J=13.5 Hz), 7.65 (1H, d, J=2.7 Hz), 7.42 (1H, ddd, J=9.6, 2.5, 1.4 Hz), 6.97 (1H, ddd, J=13.7, 8.6, 2.5 Hz), 6.62 (1H, d, J=2.5 Hz), 4.51 (1H, br. s.), 3.92 (4H, br. s.), 3.68-3.86 (4H, m), 3.22-3.52 (3H, m), 3.15-3.22 (4H, m), 3.02 (2H, br. s.), 2.62 (2H, t, J=7.8 Hz), 2.19-2.37 (2H, m), 2.03 (3H, s). Mass Spectrum (ESI) m/e=525.3 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-3bdeea1e6fed4ceab5a023da6707f54c
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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