6-Morpholinonicotinic Acid → N-(7-Chloro-2-oxazol-2-yl-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-6-morpho-lin-4-yl-nicotinamide

HRID 1887833Notes

Reaction equation

HRID 1887833 reaction equation
[NH2:1][CH2:2][C:3]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][C:8]([Cl:14])=[CH:9][CH:10]=2)[N:5]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:4]=1[C:21]1[O:22][CH:23]=[CH:24][N:25]=1.[O:26]1[CH2:31][CH2:30][N:29]([C:32]2[CH:40]=[CH:39][C:35]([C:36](O)=[O:37])=[CH:34][N:33]=2)[CH2:28][CH2:27]1>>[Cl:14][C:8]1[CH:7]=[C:6]2[C:11]([C:12](=[O:13])[C:3]([CH2:2][NH:1][C:36](=[O:37])[C:35]3[CH:39]=[CH:40][C:32]([N:29]4[CH2:28][CH2:27][O:26][CH2:31][CH2:30]4)=[N:33][CH:34]=3)=[C:4]([C:21]3[O:22][CH:23]=[CH:24][N:25]=3)[N:5]2[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 27764606-Morpholinonicotinic AcidHCID 712083323-aminomethyl-7-chloro-2-oxazol-2-yl-1-phenyl-1H-quinolin-4-one

Product 1

HCID 71208849N-(7-Chloro-2-oxazol-2-yl-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-6-morpho-lin-4-yl-nicotinamide

Procedure

N-(7-Chloro-2-oxazol-2-yl-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-6-morpho-lin-4-yl-nicotinamide was prepared starting from intermediate A and 6-morpholinonicotinic acid. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.47 (d, J=1.76 Hz, 1H) 8.33 (d, J=8.28 Hz, 1H) 8.12 (t, J=4.50 Hz, 1H) 7.98 (d, J=0.75 Hz, 1H) 7.85 (dd, J=9.03, 2.51 Hz, 1H) 7.47-7.57 (m, 4H) 7.36-7.44 (m, 2H) 7.17 (s, 1H) 6.79 (d, J=9.03 Hz, 1H) 6.73 (d, J=2.01 Hz, 1H) 4.24 (d, J=4.52 Hz, 2H) 3.63-3.71 (m, 4H) 3.48-3.55 (m, 4H). MS calcd. for C29H24ClN5O4 [(M+H)+] 542.2, obsd. 542.0.

Sources & evidence

ORD record
ord-134d47527a674154a02ba19414a16e3f
Source dataset
uspto-grants-2013_08
Patent number
US08501732B2

Reaction notes

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