2-Oxo-1-phenyl-1,2-dihydropyridine-3-carboxylic acid → n-(3-Fluoro-4-(2-(pyridin-3-yl)-1h-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl)-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide

HRID 2117161Notes

Reaction equation

HRID 2117161 reaction equation
Cl.FC1C=CC=C(F)C=1C([NH:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][C:15]2[CH:20]=[CH:19][N:18]=[C:17]3[NH:21][C:22]([C:24]4[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=4)=[CH:23][C:16]=23)=[C:10]([F:30])[CH:9]=1)=O.[O:36]=[C:37]1[C:42]([C:43]([OH:45])=O)=[CH:41][CH:40]=[CH:39][N:38]1[C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1>>[F:30][C:10]1[CH:9]=[C:8]([NH:7][C:43]([C:42]2[C:37](=[O:36])[N:38]([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=3)[CH:39]=[CH:40][CH:41]=2)=[O:45])[CH:13]=[CH:12][C:11]=1[O:14][C:15]1[CH:20]=[CH:19][N:18]=[C:17]2[NH:21][C:22]([C:24]3[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=3)=[CH:23][C:16]=12

Participants

3

Reactant 2

HCID 210815852-Oxo-1-phenyl-1,2-dihydropyridine-3-carboxylic acidHCID 1317262462,6-Difluoro-N-(3-fluoro-4-(2-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl)benzamide, hydrochloride salt2×

Product 1

HCID 21081737n-(3-Fluoro-4-(2-(pyridin-3-yl)-1h-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl)-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide

Procedure

Prepared in a similar manner as Example 239 using 3-fluoro-4-(2-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy)benzenamine (Compound E of Example 237) and 2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxylic acid. 1H NMR (DMSO-d6) δ 12.87 (s, 1H), 12.18 (s, 1H), 9.39 (s, 1H), 8.70-8.85 (m, 2H), 8.60 (d, 1H, J=7.1 Hz), 8.00-8.25 (m, 3H), 7.94 (s, 1H), 7.30-7.75 (m, 8H), 6.77 (t, 1H, J=6.6 Hz), 6.45 (d, 1H, J=4.6 Hz), 4.21 (s, 2H), 3.68 (s, 2H), 2.43 (s, 6H); LC/MS(ESI+) m/z 518 (M+H)+.

Sources & evidence

ORD record
ord-437371dd60e14723bbcef24ddf23e836
Source dataset
uspto-grants-2008_10
Patent number
US07439246B2

Reaction notes

Loading…