5-Morpholinopyridin-3-amine → HCID 67507715, compound

HRID 1431630Notes

Reaction equation

HRID 1431630 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]([O:20][C:21]([F:24])([F:23])[F:22])[CH:17]=[CH:16][C:15]=2[S:25]([CH3:28])(=[O:27])=[O:26])[C:3]=1[CH3:29].[O:30]1[CH2:35][CH2:34][N:33]([C:36]2[CH:37]=[C:38]([NH2:42])[CH:39]=[N:40][CH:41]=2)[CH2:32][CH2:31]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:42][C:38]1[CH:39]=[N:40][CH:41]=[C:36]([N:33]3[CH2:34][CH2:35][O:30][CH2:31][CH2:32]3)[CH:37]=1)=[C:3]([CH3:29])[C:4]([C:14]1[CH:19]=[C:18]([O:20][C:21]([F:22])([F:23])[F:24])[CH:17]=[CH:16][C:15]=1[S:25]([CH3:28])(=[O:27])=[O:26])=[N:5]2

Participants

4

Reactant 2

HCID 583477375-Morpholinopyridin-3-amineHCID 59631248HCID 59631248, compound

Product 1

HCID 67507715HCID 67507715, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Essentially prepared according to Procedure H using 4-chloro-5,7-difluoro-3-methyl-2-(2-(methylsulfonyl)-5-(trifluoromethoxy)phenyl)quinoline (50.0 mg, 0.11 mmol) and 5-morpholinopyridin-3-amine in toluene to give 5,7-difluoro-3-methyl-2-(2-(methylsulfonyl)-5-(trifluoromethoxy)phenyl)-N-(5-morpholinopyridin-3-yl)quinolin-4-amine. 1H NMR (CDCl3) δ ppm 8.25 (1H, d, J=8.8 Hz), 7.91 (1H, d, J=2.3 Hz), 7.87 (1H, d, J=2.3 Hz), 7.44-7.54 (2H, m), 7.25 (1H, d, J=1.6 Hz), 7.20 (1H, d, J=14.5 Hz), 7.10 (1H, ddd, J=13.9, 8.6, 2.5 Hz), 6.54 (1H, t, J=2.3 Hz), 3.79 (4H, t, J=4.8 Hz), 3.07-3.22 (7H, m), 1.89 (3H, s). Mass Spectrum (ESI) m/e=595.2 (M+1).

Workup

  1. customEssentially prepared

Sources & evidence

ORD record
ord-746d8c9ff85b478f80ca8a8595c7a0ec
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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