1,4-Dioxane → N-cyclopropyl-N-methylazetidin-3-amine

HRID 526450Notes

Reaction equation

HRID 526450 reaction equation
[CH:1]1([N:4]([CH3:16])[CH:5]2[CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6]2)[CH2:3][CH2:2]1.O1CCOCC1>C(Cl)Cl.Cl>[CH:1]1([N:4]([CH3:16])[CH:5]2[CH2:8][NH:7][CH2:6]2)[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 312751,4-Dioxane2×HCID 117601211Tert-butyl 3-(cyclopropyl(methyl)amino)azetidine-1-carboxylate

Product 1

HCID 62783698N-cyclopropyl-N-methylazetidin-3-amine

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolvent2×HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

Combine a solution of tert-butyl 3-(cyclopropyl(methyl)amino)azetidine-1-carboxylate (73 mg, 0.323 mmol) in methylene chloride (3 mL) and 4 M HCl in dioxane (0.323 mL, 1.290 mmol) and the solution stirred at 20° C. for 4 hours then added 4 M HCl in dioxane (0.323 mL, 1.290 mmol) and stirred at 20° C. for 21 h. The solution was then concentrated in vacuo to give the title compound as a hydrochloride salt which was used without further purification.

Workup

  1. concentrationThe solution was then concentrated in vacuo

Sources & evidence

ORD record
ord-b97d483b9e6346e58f5ba983330d3e1e
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

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