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

HRID 924136Notes

Reaction equation

HRID 924136 reaction equation
[Cl:1][C:2]([F:14])([F:13])[C:3]([C:6]1[CH:12]=[CH:11][C:9]([NH2:10])=[CH:8][CH:7]=1)([F:5])[F:4].[Br:15][C:16]1[C:17]([Cl:25])=[N:18][CH:19]=[C:20]([CH:24]=1)[C:21](O)=[O:22]>>[Br:15][C:16]1[C:17]([Cl:25])=[N:18][CH:19]=[C:20]([CH:24]=1)[C:21]([NH:10][C:9]1[CH:11]=[CH:12][C:6]([C:3]([F:5])([F:4])[C:2]([Cl:1])([F:13])[F:14])=[CH:7][CH:8]=1)=[O:22]

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 169.2 using 4-(2-chloro-1,1,2,2-tetrafluoroethyl)aniline (Stage 278.3) and 5-bromo-6-chloronicotinic acid 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-4f70f995fd094f77a6b1ea63c8fefd66
Source dataset
uspto-grants-2016_03
Patent number
US09278981B2

Reaction notes

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