5-Bromo-6-chloropyridine-3-carboxylic acid → 5-bromo-6-chloro-N-(3-fluoro-4-(trifluoromethoxy)phenyl)nicotinamide

HRID 73761

Reaction equation

HRID 73761 reaction equation
[Br:1][C:2]1[C:3]([Cl:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[F:12][C:13]1[CH:14]=[C:15]([CH:17]=[CH:18][C:19]=1[O:20][C:21]([F:24])([F:23])[F:22])[NH2:16]>>[Br:1][C:2]1[C:3]([Cl:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([NH:16][C:15]1[CH:17]=[CH:18][C:19]([O:20][C:21]([F:22])([F:23])[F:24])=[C:13]([F:12])[CH:14]=1)=[O:9]

Participants

3

Reactant 2

HCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 194366183-Fluoro-4-(trifluoromethoxy)aniline

Product 1

HCID 867026085-bromo-6-chloro-N-(3-fluoro-4-(trifluoromethoxy)phenyl)nicotinamide

Procedure

The title compound was prepared in an analogous fashion to that described in Stage 11.2 using 5-bromo-6-chloro-nicotinic acid and 3-fluoro-4-trifluoromethoxy-aniline to afford an off-white crystalline solid. HPLC (Condition 4) tR=6.43 min, UPLC-MS (Condition 3) tR=1.29 min, m/z=413 [M−H]−.

Workup

  1. customto afford an off-white crystalline solid

Sources & evidence

ORD record
ord-92b981654a5746b697bc6643f622f25e
Source dataset
uspto-grants-2014_09
Patent number
US08829195B2

Linked notes

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