Hydrochloric Acid → Pyrrolidine, 1-(3-azetidinyl)-, dihydrochloride

HRID 2275835Notes

Reaction equation

HRID 2275835 reaction equation
[N:1]1([CH:6]2[CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:17]>O1CCOCC1>[ClH:17].[ClH:17].[NH:8]1[CH2:9][CH:6]([N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[CH2:7]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 42553000tert-Butyl 3-(pyrrolidin-1-yl)azetidine-1-carboxylate

Product 1

HCID 19423677Pyrrolidine, 1-(3-azetidinyl)-, dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

1.00 g (4.42 mmol) of tert-butyl 3-(pyrrolidin-1-yl)azetidin-1-carboxylate was initially charged in 5.3 ml of 1,4-dioxane, 5.3 ml of 4 N hydrochloric acid in 1,4-dioxane were added and the mixture was stirred at RT overnight. The reaction mixture was then concentrated, foamed with dichloromethane and dried under high vacuum. This gave 950 mg (99% of theory; purity 92%) of the title compound.

Workup

  1. concentrationThe reaction mixture was then concentrated
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-b150a7c98582464a9481c03d7107cbdb
Source dataset
uspto-grants-2015_09
Patent number
US09126998B2

Reaction notes

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