Water → N-((6-chloropyridin-3-yl)methyl)ethenamine

HRID 1043514Notes

Reaction equation

HRID 1043514 reaction equation
[CH2:1]([NH2:3])[CH3:2].[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11]Cl)=[CH:7][N:6]=1.O>C(#N)C>[Cl:4][C:5]1[N:6]=[CH:7][C:8]([CH2:11][NH:3][CH:1]=[CH2:2])=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6341EthylamineHCID 1554792-Chloro-5-(chloromethyl)pyridine

Product 1

HCID 86658943N-((6-chloropyridin-3-yl)methyl)ethenamine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To a solution of aqueous ethylamine, an appropriate amount of acetonitrile is, added. Then 2-chloro-5-(chloromethyl)pyridine in acetonitrile is added dropwise in ice bath. The reaction is monitored by TLC. After completion, the mixture is added large amount of water, extracted by DCM, dried, filtered and evaporated to obtain N-((6-chloropyridin-3-yl)methyl)ethenamine as oil.

Workup

  1. additionadded
  2. extractionextracted by DCM
  3. customdried
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-f0411e4723034c8c9aa7d735ae19cd87
Source dataset
uspto-grants-2013_10
Patent number
US08563546B2

Reaction notes

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