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

HRID 924085Notes

Reaction equation

HRID 924085 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]([F:23])([O:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1)[CH3:14]>>[Br:1][C:2]1[C:3]([Cl:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([NH:20][C:19]1[CH:21]=[CH:22][C:16]([O:15][C:13]([F:12])([F:23])[CH3:14])=[CH:17][CH:18]=1)=[O:9]

Participants

3

Reactant 2

HCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 68195912Benzenamine, 4-(1,1-difluoroethoxy)-

Product 1

HCID 867026295-bromo-6-chloro-N-(4-(1,1-difluoroethoxy)phenyl)nicotinamide

Procedure

The title compound was prepared in an analogous fashion to that described in Stage 185.2 using 5-bromo-6-chloro-nicotinic acid and 4-(1,1-difluoroethoxy)aniline (Stage 215.3) to afford an off-white crystalline solid. HPLC (Condition 5) tR=7.3 min, UPLC-MS (Condition 3) tR=1.16 min, m/z=391/393 [M+H]+.

Workup

  1. customto afford an off-white crystalline solid

Sources & evidence

ORD record
ord-096b60d1de3c444689a47042cbbee4a9
Source dataset
uspto-grants-2016_03
Patent number
US09278981B2

Reaction notes

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