3-Piperidinecarboxamide → 2-[(3RS)-3-carbamoylpiperidin-1-yl]-2-iminoethylchloride hydrochloride

HRID 622428Notes

Reaction equation

HRID 622428 reaction equation
[C:1]([CH:4]1[CH2:9][CH2:8][CH2:7][NH:6][CH2:5]1)(=[O:3])[NH2:2].Cl.[Cl:11][CH2:12][C:13](=[NH:16])OC>CO>[ClH:11].[C:1]([CH:4]1[CH2:9][CH2:8][CH2:7][N:6]([C:13](=[NH:16])[CH2:12][Cl:11])[CH2:5]1)(=[O:3])[NH2:2]

Participants

4

Reactant 2

HCID 929803-PiperidinecarboxamideHCID 12680765Methyl 2-chloroethanimidate--hydrogen chloride (1/1)

Product 1

HCID 212929612-[(3RS)-3-carbamoylpiperidin-1-yl]-2-iminoethylchloride hydrochlorideYield 194.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.28 g of (3RS)-3-carbamoylpiperidine were added to a solution of 1.44 g of methyl 2-chloroacetimidate hydrochloride in 5 ml of anhydrous methanol, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was then worked up in the same manner as in Example 3(1), giving 2.34 g of 2-[(3RS)-3-carbamoylpiperidin-1-yl]-2-iminoethylchloride hydrochloride.

Sources & evidence

ORD record
ord-65937c766af54ffa94312f39e50e993a
Source dataset
uspto-grants-1988_09
Patent number
US04771046

Reaction notes

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