Diethylamine → 5-Bromo-2-diethylamino-nicotinic acid

HRID 2234618Notes

Reaction equation

HRID 2234618 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5](F)=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[CH2:12]([NH:14][CH2:15][CH3:16])[CH3:13]>C(#N)C>[Br:1][C:2]1[CH:3]=[N:4][C:5]([N:14]([CH2:15][CH3:16])[CH2:12][CH3:13])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 247213715-Bromo-2-fluoropyridine-3-carboxylic acid

Product 1

HCID 597000725-Bromo-2-diethylamino-nicotinic acid

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

880 mg (4.00 mmol) of 5-bromo-2-fluoronicotinic acid was dissolved in 3 ml of acetonitrile. 1.0 ml (9.7 mmol) of diethylamine was added and the resulting mixture heated to 80° C. for 18 h. The mixture was evaporated and the resulting brown oil used without further purification. MS: m/z 273 [MH+].

Workup

  1. customThe mixture was evaporated
  2. customthe resulting brown oil used without further purification

Sources & evidence

ORD record
ord-808e859267f5498ebc7ed033398c2330
Source dataset
uspto-grants-2010_05
Patent number
US07709645B2

Reaction notes

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