5-Bromo-6-chloropyridine-3-carboxylic acid → 5-bromo-6-chloro-N-(4-(2-chloro-1,1,2,2-tetrafluoroethyl)phenyl)nicotinamide

HRID 73801Notes

Reaction equation

HRID 73801 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.[Cl:12][C:13]([F:25])([F:24])[C:14]([C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1)([F:16])[F:15]>>[Br:1][C:2]1[C:3]([Cl:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([NH:21][C:20]1[CH:19]=[CH:18][C:17]([C:14]([F:15])([F:16])[C:13]([Cl:12])([F:24])[F:25])=[CH:23][CH:22]=1)=[O:9]

Participants

3

Reactant 2

HCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 867026324-(2-Chloro-1,1,2,2-tetrafluoroethyl)aniline

Product 1

HCID 867026315-bromo-6-chloro-N-(4-(2-chloro-1,1,2,2-tetrafluoroethyl)phenyl)nicotinamide

Procedure

The title compound was prepared in an analogous fashion to that described in Stage 9.3 using 5-bromo-6-chloronicotinic acid and 4-(2-chloro-1,1,2,2-tetrafluoroethyl)aniline (Stage 31.3) to afford a beige crystalline powder. HPLC (Condition 4) tR=6.77 min, UPLC-MS (Condition 3) tR=1.31 min, m/z=444.8 [M+H]+.

Workup

  1. customto afford a beige crystalline powder

Sources & evidence

ORD record
ord-0369f5ad220144d7819f55ffbc4cc4f3
Source dataset
uspto-grants-2014_09
Patent number
US08829195B2

Reaction notes

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