Diethylamine → HCID 58181281, compound

HRID 1465457Notes

Reaction equation

HRID 1465457 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([I:8])=[CH:4][N:3]=1.[CH2:9]([NH:11][CH2:12][CH3:13])[CH3:10]>C(O)C>[CH2:9]([N:11]([CH2:12][CH3:13])[C:2]1[CH:7]=[CH:6][C:5]([I:8])=[CH:4][N:3]=1)[CH3:10]

Participants

4

Reactant 2

HCID 8021Diethylamine2×HCID 43971762-Chloro-5-iodopyridine

Product 1

HCID 58181281HCID 58181281, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

To a suspension of 2-chloro-5-iodopyridine (1.0 g, 4.18 mmol) in ethanol (8 ml) was added dropwise diethylamine (0.43 ml, 4.18 mmol). After stirring at 120° C. for 1 day, the mixture was stirred at 150° C. for 6.5 days (2 equivalents of diethylamine was added twice during the reaction). The reaction mixture was cooled to room temperature and concentrated under reduced pressure to give N,N-diethyl-5-iodopyridin-2-amine (460 mg, yield 40%).

Workup

  1. additionwas added twice during the reaction)
  2. temperatureThe reaction mixture was cooled to room temperature
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-9b3b6ace4d034d2596b2cde82435f975
Source dataset
uspto-grants-2015_04
Patent number
US08999989B2

Reaction notes

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