1-(4-Fluorophenyl)-4-iodo-2-oxo-1,2-dihydropyridine-3-carboxylic acid → HCID 66779963, compound

HRID 1470364Notes

Reaction equation

HRID 1470364 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:13]=[CH:12][C:11]([I:14])=[C:10]([C:15]([OH:17])=O)[C:9]2=[O:18])=[CH:4][CH:3]=1.[F:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][C:26]=1[O:27][C:28]1[CH:33]=[CH:32][N:31]=[C:30]2[CH:34]=[C:35]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[O:36][C:29]=12)[NH2:23]>>[F:19][C:20]1[CH:21]=[C:22]([NH:23][C:15]([C:10]2[C:9](=[O:18])[N:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[CH:13]=[CH:12][C:11]=2[I:14])=[O:17])[CH:24]=[CH:25][C:26]=1[O:27][C:28]1[CH:33]=[CH:32][N:31]=[C:30]2[CH:34]=[C:35]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[O:36][C:29]=12

Participants

3

Reactant 2

HCID 595946501-(4-Fluorophenyl)-4-iodo-2-oxo-1,2-dihydropyridine-3-carboxylic acidHCID 66779743HCID 66779743, compound

Product 1

HCID 66779963HCID 66779963, compound

Procedure

The title compound was prepared by procedure G using 1-(4-fluorophenyl)-4-iodo-2-oxo-1,2-dihydropyridine-3-carboxylic acid (141.25 mg; 0.39 mmol; 1.20 eq.) instead of 1-(2-hydroxy-2-methyl-propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid and using 3-fluoro-4-[(2-phenylfuro[3,2-b]pyridin-7-yl)oxy]aniline (105.00 mg; 0.33 mmol; 1.00 eq.) instead of 4-[(2-phenylfuro[3,2-b]pyridin-7-yl)oxy]aniline, and was obtained as a brown solid (106 mg, 49%). (HPLC (method F): 94%, RT: 4.43 min); MS (m/z) 662 [M+H]+, RT: 3.8 min.

Sources & evidence

ORD record
ord-c072d231ce30463592e1c47ff808ecb7
Source dataset
uspto-grants-2015_04
Patent number
US09006440B2

Reaction notes

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