5-Morpholinopyridin-3-amine → HCID 50906986, compound

HRID 1431655Notes

Reaction equation

HRID 1431655 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:15]=[C:16]([C:24](=[O:26])[CH3:25])[CH:17]=[CH:18][C:19]=2[S:20]([CH3:23])(=[O:22])=[O:21])[C:3]=1[CH3:27].[O:28]1[CH2:33][CH2:32][N:31]([C:34]2[CH:35]=[C:36]([NH2:40])[CH:37]=[N:38][CH:39]=2)[CH2:30][CH2:29]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:40][C:36]1[CH:37]=[N:38][CH:39]=[C:34]([N:31]3[CH2:32][CH2:33][O:28][CH2:29][CH2:30]3)[CH:35]=1)=[C:3]([CH3:27])[C:4]([C:14]1[CH:15]=[C:16]([C:24](=[O:26])[CH3:25])[CH:17]=[CH:18][C:19]=1[S:20]([CH3:23])(=[O:21])=[O:22])=[N:5]2

Participants

4

Reactant 2

HCID 583477375-Morpholinopyridin-3-amineHCID 59631288HCID 59631288, compound

Product 1

HCID 50906986HCID 50906986, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Essentially prepared according to Procedure H using 1-(3-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)-4-(methylsulfonyl)phenyl)ethanone (150.0 mg, 0.35 mmol) and 5-morpholinopyridin-3-amine in toluene to give 1-(3-(5,7-difluoro-3-methyl-4-(5-morpholinopyridin-3-ylamino)quinolin-2-yl)-4-(methylsulfonyl)-phenyl)ethanone. 1H NMR (CDCl3) δ ppm 8.17-8.35 (3H, m), 7.94-8.13 (2H, m), 7.76 (1H, s), 7.54-7.66 (1H, m), 7.17 (1H, ddd, J=13.0, 8.5, 2.4 Hz), 6.73 (1H, s), 3.72-3.88 (4H, m), 3.18-3.33 (4H, m), 3.10 (3H, s), 2.70 (3H, s), 1.96 (3H, s). Mass Spectrum (ESI) m/e=553.2 (M+1).

Workup

  1. customEssentially prepared

Sources & evidence

ORD record
ord-a3af0f5368444d63b3ab84ba26ab7d3f
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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