3-Fluoro-6-hydroxypicolinic acid → 5-fluoro-6-[(4S,5S)-4-(4-fluorophenyl)-4-(6-fluoro-3-pyridyl)-5-methyl-2-imidazolin-2-yl]-2(1H)-pyridinone

HRID 1243809Notes

Reaction equation

HRID 1243809 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:13]2[CH:14]=[N:15][C:16]([F:19])=[CH:17][CH:18]=2)([NH2:12])[C@@H:9]([NH2:11])[CH3:10])=[CH:4][CH:3]=1.[F:20][C:21]1[CH:26]=[CH:25][C:24](=[O:27])[NH:23][C:22]=1[C:28](O)=O>>[F:20][C:21]1[CH:26]=[CH:25][C:24](=[O:27])[NH:23][C:22]=1[C:28]1[NH:11][C@@H:9]([CH3:10])[C@:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)([C:13]2[CH:14]=[N:15][C:16]([F:19])=[CH:17][CH:18]=2)[N:12]=1

Participants

3

Reactant 2

HCID 219283183-Fluoro-6-hydroxypicolinic acidHCID 58649654(2S)-1-(4-fluorophenyl)-1-(6-fluoro-3-pyridyl)-1,2-propanediamine

Product 1

HCID 1784616085-fluoro-6-[(4S,5S)-4-(4-fluorophenyl)-4-(6-fluoro-3-pyridyl)-5-methyl-2-imidazolin-2-yl]-2(1H)-pyridinone

Procedure

According to the method of Example 1, optically active (2S)-1-(4-fluorophenyl)-1-(6-fluoro-3-pyridyl)-1,2-propanediamine described in Reference Example 5–1 of WO 01/62738 was reacted with 3-fluoro-6-oxo-1,6-dihydro-2-pyridinecarboxylic acid to give the title compound.

Sources & evidence

ORD record
ord-fac0f7224f274e23a3db364e2e23bf70
Source dataset
uspto-grants-2006_10
Patent number
US07119107B2

Reaction notes

Loading…