(5-Amino-2-fluorophenyl)methanol → 6-Trifluoromethyl-pyridine-2-carboxylic acid (4-fluoro-3-formyl-phenyl)-amide

HRID 1486742Notes

Reaction equation

HRID 1486742 reaction equation
O1CCOC1C1C=C(NC(=O)C2C=C(C)C=NC=2)C=CC=1.[F:22][C:23]([F:34])([F:33])[C:24]1[N:29]=[C:28]([C:30](Cl)=[O:31])[CH:27]=[CH:26][CH:25]=1.[NH2:35][C:36]1[CH:37]=[CH:38][C:39]([F:44])=[C:40]([CH2:42][OH:43])[CH:41]=1>>[F:44][C:39]1[CH:38]=[CH:37][C:36]([NH:35][C:30]([C:28]2[CH:27]=[CH:26][CH:25]=[C:24]([C:23]([F:34])([F:33])[F:22])[N:29]=2)=[O:31])=[CH:41][C:40]=1[CH:42]=[O:43]

Participants

4

Reactant 3

HCID 2737680(5-Amino-2-fluorophenyl)methanolHCID 378634686-(Trifluoromethyl)pyridine-2-carbonyl chlorideHCID 86706559N-(3-[1,3]Dioxolan-2-yl-phenyl)-5-methyl-nicotinamide

Product 1

HCID 867065616-Trifluoromethyl-pyridine-2-carboxylic acid (4-fluoro-3-formyl-phenyl)-amide

Procedure

The title compound is prepared according to the reaction 4.01a described above using 6-(trifluoromethyl)picolinoyl chloride and (5-amino-2-fluorophenyl)methanol, followed by the oxidation of the alcohol intermediate 6-trifluoromethyl-pyridine-2-carboxylic acid (4-fluoro-3-hydroxymethyl-phenyl)-amide: LC-MS A: tR=0.80 min; [M+H]+=315.06.

Sources & evidence

ORD record
ord-a416be6a75eb4aa491952da37a85dfe7
Source dataset
uspto-grants-2016_08
Patent number
US09428456B2

Reaction notes

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