Hydrochloric Acid → 3-Pyridin-2-ylazetidine-3-carbonitrile hydrochloride

HRID 2100306Notes

Reaction equation

HRID 2100306 reaction equation
[C:1]([C:3]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4]1)#[N:2].[ClH:20]>O1CCOCC1>[ClH:20].[N:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:3]1([C:1]#[N:2])[CH2:4][NH:5][CH2:6]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57798310Tert-butyl 3-cyano-3-(pyridin-2-yl)azetidine-1-carboxylate

Product 1

HCID 688271533-Pyridin-2-ylazetidine-3-carbonitrile hydrochlorideYield 99%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A sample of tert-butyl 3-cyano-3-pyridin-2-ylazetidine-1-carboxylate (I-2, 485 mg, 1.9 mmol) was treated with HCl (20 mL of a 4.0 M solution in dioxane) and stirred at room temperature for 2 h before being concentrated under reduced pressure to afford 3-pyridin-2-ylazetidine-3-carbonitrile hydrochloride (365 mg, 99%) which was used without further purification.

Workup

  1. concentrationbefore being concentrated under reduced pressure

Sources & evidence

ORD record
ord-671f2fa7bf2642b289debb27f41ff610
Source dataset
uspto-grants-2009_08
Patent number
US07572792B2

Reaction notes

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