2,5-Dimorpholinopyridin-3-amine → N-(2,5-di-4-morpholinyl-3-pyridinyl)-5,7-difluoro-2-(6-methoxy-2-pyridinyl)-3-methyl-4-quinolinamine

HRID 1431316Notes

Reaction equation

HRID 1431316 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]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[N:15]=2)[C:3]=1[CH3:22].[O:23]1[CH2:28][CH2:27][N:26]([C:29]2[C:34]([NH2:35])=[CH:33][C:32]([N:36]3[CH2:41][CH2:40][O:39][CH2:38][CH2:37]3)=[CH:31][N:30]=2)[CH2:25][CH2:24]1>C1(C)C=CC=CC=1>[N:26]1([C:29]2[C:34]([NH:35][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]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[N:15]=4)[C:3]=3[CH3:22])=[CH:33][C:32]([N:36]3[CH2:37][CH2:38][O:39][CH2:40][CH2:41]3)=[CH:31][N:30]=2)[CH2:25][CH2:24][O:23][CH2:28][CH2:27]1

Participants

4

Reactant 2

HCID 596310462,5-Dimorpholinopyridin-3-amineHCID 596314824-Chloro-5,7-difluoro-2-(6-methoxypyridin-2-yl)-3-methylquinoline

Product 1

HCID 50906572N-(2,5-di-4-morpholinyl-3-pyridinyl)-5,7-difluoro-2-(6-methoxy-2-pyridinyl)-3-methyl-4-quinolinamine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Prepared according to Procedure H using 4-chloro-5,7-difluoro-2-(6-methoxypyridin-2-yl)-3-methylquinoline (40.0 mg, 0.125 mmol) and 2,5-dimorpholinopyridin-3-amine in toluene to give N-(2,5-di-4-morpholinyl-3-pyridinyl)-5,7-difluoro-2-(6-methoxy-2-pyridinyl)-3-methyl-4-quinolinamine. 1H NMR (CDCl3) δ ppm 7.78-7.87 (1H, m), 7.77 (1H, dd,), 7.61-7.68 (2H, m), 7.56 (1H, dd, J=7.2, 0.8 Hz), 6.98-7.09 (1H, m), 6.86 (1H, dd, J=8.2, 0.8 Hz), 6.45 (1H, d, J=2.5 Hz), 3.93 (3H, s), 3.86-4.01 (4H, m), 3.71-3.83 (4H, m), 3.09-3.53 (4H, m), 3.02-3.08 (4H, m), 2.26 (3H, s). Mass Spectrum (ESI) m/e=549.3 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-9ba7929a0a9348c7a655b1b91193e1ef
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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