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Hydrochloric Acid → Hydrochloric Acid

HRID 578949
Notes
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Reaction equation

HRID 578949 reaction equation
[CH:1]1([N:5]([CH3:17])[CH:6]2[CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7]2)[CH2:4][CH2:3][CH2:2]1.[ClH:18].O1CCOCC1>C(Cl)Cl>[CH:1]1([N:5]([CH3:17])[CH:6]2[CH2:9][NH:8][CH2:7]2)[CH2:4][CH2:3][CH2:2]1.[ClH:18]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 117601226Tert-butyl 3-(cyclobutyl(methyl)amino)azetidine-1-carboxylate

Product 2

HCID 313Hydrochloric AcidHCID 66186802N-cyclobutyl-N-methylazetidin-3-amine

Reagents, catalysts & solvents 1

HCID 6344Dichloromethane

Conditions

Temperature
20 °C

Procedure

Combined a solution of tert-butyl 3-(cyclobutyl(methyl)amino)azetidine-1-carboxylate (285 mg, 1.186 mmol) in methylene chloride (6 mL) and added 4 M HCl in dioxane (1.186 mL, 4.74 mmol) and the solution stirred at 20° C. for 30 h. The solution was concentrated in vacuo and concentrated from heptane/methylene chloride to give the title compound as a hydrochloride acid salt (191 mg, 0.896 mmol, 76%) as a light yellow solid which was used without further purification.

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. concentrationconcentrated from heptane/methylene chloride

Sources & evidence

ORD record
ord-8fce84382d6d45c8a09b53593ceffbe5
Source dataset
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09040522B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes
Solvent