HCID 14129197, compound → HCID 86664803, compound

HRID 1776038Notes

Reaction equation

HRID 1776038 reaction equation
[Br:1][C:2]1[C:7]([O:8][C:9]([F:12])([F:11])[F:10])=[CH:6][C:5]([NH2:13])=[C:4]([F:14])[CH:3]=1.[F:15][C:16]1[CH:21]=[CH:20][C:19]([C:22](Cl)=[O:23])=[CH:18][N:17]=1>C(Cl)Cl.CC(N(C)C)=O>[Br:1][C:2]1[C:7]([O:8][C:9]([F:11])([F:12])[F:10])=[CH:6][C:5]([NH:13][C:22](=[O:23])[C:19]2[CH:20]=[CH:21][C:16]([F:15])=[N:17][CH:18]=2)=[C:4]([F:14])[CH:3]=1

Participants

5

Reactant 2

HCID 14129197HCID 14129197, compoundHCID 146236022-Fluoropyridine-5-carbonyl chloride

Product 1

HCID 86664803HCID 86664803, compound

Reagents, catalysts & solvents 2

HCID 31374DimethylacetamideCatalystHCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 4-bromo-2-fluoro-5-trifluoromethoxy-phenylamine (500 mg, 2 mmol) dissolved in DCM (1 mL) was slowly added a solution of 2-fluoropyridine-5-carbonyl chloride (290 mg, 1.8 mmol) in DCM (1 mL). A few drops of DMA were added and the reaction mixture was concentrated to form N-(4-bromo-2-fluoro-5-trifluoromethoxy-phenyl)-6-fluoro-nicotinamide as a purple solid.

Workup

  1. concentrationthe reaction mixture was concentrated

Sources & evidence

ORD record
ord-bdb4891b15a741ad923b21abed78cc47
Source dataset
uspto-grants-2016_02
Patent number
US09260414B2

Reaction notes

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