tert-Butyl 4-(2-acrylamidoethyl)piperidine-1-carboxylate → N-(2-(Piperidin-4-yl)ethyl)acrylamide

HRID 588812Notes

Reaction equation

HRID 588812 reaction equation
[C:1]([NH:5][CH2:6][CH2:7][CH:8]1[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]1)(=[O:4])[CH:2]=[CH2:3]>Cl.CO>[NH:11]1[CH2:12][CH2:13][CH:8]([CH2:7][CH2:6][NH:5][C:1](=[O:4])[CH:2]=[CH2:3])[CH2:9][CH2:10]1

Participants

3

Reactant 1

HCID 90463320tert-Butyl 4-(2-acrylamidoethyl)piperidine-1-carboxylate

Product 1

HCID 117610809N-(2-(Piperidin-4-yl)ethyl)acrylamideYield 141.7%

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

A mixture of tert-butyl 4-(2-acrylamidoethyl)piperidine-1-carboxylate (600 mg, 2.13 mmol) in HCl/MeOH (60 mL, 2.86 M) was stirred at room temperature for 1 h. The mixture was concentrated in vacuo to yield the crude product (550 mg) as a solid which was used directly in the next step without further purification.

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-dd23f041eb45417aa2a716d5423707e6
Source dataset
uspto-grants-2016_01
Patent number
US09227978B2

Reaction notes

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