Acetyl chloride → N-Methyl-1-(2-methylpyridin-4-yl)azetidin-3-amine dihydrochloride

HRID 1193351Notes

Reaction equation

HRID 1193351 reaction equation
[CH3:1][N:2]([CH:10]1[CH2:13][N:12]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]([CH3:20])[CH:15]=2)[CH2:11]1)C(=O)OC(C)(C)C.C([Cl:24])(=O)C>C(O)C>[ClH:24].[ClH:24].[CH3:1][NH:2][CH:10]1[CH2:11][N:12]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]([CH3:20])[CH:15]=2)[CH2:13]1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 66805338HCID 66805338, compound

Product 1

HCID 66798562N-Methyl-1-(2-methylpyridin-4-yl)azetidin-3-amine dihydrochlorideYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

tert-Butyl methyl(1-(2-methylpyridin-4-yl)azetidin-3-yl)carbamate (1.37 mmol, 1 eq) was dissolved in ethanol (5 ml), and acetyl chloride (6.85 mmol, 5.0 eq) was added while cooling with ice. The reaction mixture was then stirred for 2 hours at 40° C. The solvent was removed in vacuo and the residue was dried. Yield: 99%

Workup

  1. temperaturewhile cooling with ice
  2. customThe solvent was removed in vacuo
  3. customthe residue was dried

Sources & evidence

ORD record
ord-38812cd7c0cf4d02b14a50fd280af129
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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