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

HRID 73772

Reaction equation

HRID 73772 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.[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([F:24])([F:23])([F:22])([F:21])[F:20])=[CH:15][CH:14]=1>>[Br:1][C:2]1[C:3]([Cl:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([F:24])([F:20])([F:21])([F:22])[F:23])=[CH:15][CH:14]=1)=[O:9]

Participants

3

Reactant 2

HCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 27791904-Aminophenylsulphur pentafluoride

Product 1

HCID 867026165-bromo-6-chloro-N-(4-(pentafluorosulfanyl)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 4-aminophenylsulfur pentafluoride to afford an orange solid. HPLC (Condition 4), tR=6.43 min, UPLC-MS (Condition 3), tR=1.27 min, m/z=435.3/437.2 [M+H]+.

Workup

  1. customto afford an orange solid

Sources & evidence

ORD record
ord-f540ade1c2734011a562675160fdfe27
Source dataset
uspto-grants-2014_09
Patent number
US08829195B2

Linked notes

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