2,5-Dimorpholinopyridin-3-amine → HCID 59631128, compound

HRID 1431367Notes

Reaction equation

HRID 1431367 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]=[CH:16][N:15]=2)[CH:3]=1.[O:20]1[CH2:25][CH2:24][N:23]([C:26]2[C:31]([NH2:32])=[CH:30][C:29]([N:33]3[CH2:38][CH2:37][O:36][CH2:35][CH2:34]3)=[CH:28][N:27]=2)[CH2:22][CH2:21]1>C1(C)C=CC=CC=1>[N:23]1([C:26]2[C:31]([NH:32][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]=[CH:16][N:15]=4)[CH:3]=3)=[CH:30][C:29]([N:33]3[CH2:34][CH2:35][O:36][CH2:37][CH2:38]3)=[CH:28][N:27]=2)[CH2:22][CH2:21][O:20][CH2:25][CH2:24]1

Participants

4

Reactant 2

HCID 596310462,5-Dimorpholinopyridin-3-amineHCID 59631152HCID 59631152, compound

Product 1

HCID 59631128HCID 59631128, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Prepared according to Procedure H using 4-chloro-5,7-difluoro-2-(pyridin-2-yl)-quinoline (40.0 mg, 0.145 mmol) and 2,5-dimorpholinopyridin-3-amine in toluene to give N-(2,5-di-4-morpholinyl-3-pyridinyl)-5,7-difluoro-2-(2-pyridinyl)-4-quinolinamine. 1H NMR (CDCl3) δ ppm 8.65 (1H, d, J=7.2 Hz), 8.62 (1H, dt, J=4.8, 0.8 Hz), 8.54 (1H, s), 8.46 (1H, d, J=17.8 Hz), 7.87 (1H, td, J=7.7, 2.0 Hz), 7.83 (1H, d, J=2.7 Hz), 7.69 (1H, d, J=2.7 Hz), 7.66 (1H, br. s.), 7.36 (1H, ddd, J=7.5, 4.7, 1.1 Hz), 7.02 (1H, ddd, J=14.1, 8.4, 2.5 Hz), 3.89 (4H, dd, J=5.7, 3.9 Hz), 3.80-3.87 (4H, m), 3.24 (4H, dd, J=5.7, 3.9 Hz), 3.03-3.17 (4H, m). Mass Spectrum (ESI) m/e=505.1 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-99883e8b43c14c52b17a95479df56dbf
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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