Hydrochloride methanol → N-(1-(Azetidin-3-yl)azetidin-3-yl)acrylamide hydrochloride

HRID 588798Notes

Reaction equation

HRID 588798 reaction equation
[C:1]([NH:5][CH:6]1[CH2:9][N:8]([CH:10]2[CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11]2)[CH2:7]1)(=[O:4])[CH:2]=[CH2:3].[ClH:21].CO>>[ClH:21].[NH:12]1[CH2:11][CH:10]([N:8]2[CH2:9][CH:6]([NH:5][C:1](=[O:4])[CH:2]=[CH2:3])[CH2:7]2)[CH2:13]1

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 90462701tert-Butyl 3-(3-(acrylamido)azetidin-1-yl)azetidine-1-carboxylate

Product 1

HCID 90460006N-(1-(Azetidin-3-yl)azetidin-3-yl)acrylamide hydrochlorideYield 107.3%

Procedure

A mixture of tert-butyl 3-(3-(acrylamido)azetidin-1-yl)azetidine-1-carboxylate (300 mg, 1.07 mmol) in HCl-MeOH (30 mL, 86 mmol) was stirred at room temperature for 1 h. The mixture was concentrated in vacuo to afford the crude product (250 mg) which was used directly in the next step without further purification.

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-5ed04d6beecc48049bd7668b64b55dae
Source dataset
uspto-grants-2016_01
Patent number
US09227978B2

Reaction notes

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