Hydrochloric Acid → Hydrochloric Acid

HRID 253028Notes

Reaction equation

HRID 253028 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:21])[N:15]([CH2:17][CH2:18][O:19][CH3:20])[CH3:16])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:22]>ClCCl>[CH3:20][O:19][CH2:18][CH2:17][N:15]([CH3:16])[C:14]([N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)=[O:21].[ClH:22]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57493969HCID 57493969, compound

Product 2

HCID 313Hydrochloric AcidHCID 61427084Piperazine-1-carboxylic acid (2-methoxy-ethyl)-methyl-amide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To piperazine-1,4-dicarboxylic acid tert-butyl ester 4-nitro-phenyl ester (500 mg, 1.42 mmol) in anhydrous THF (5 mL) was added N-(2-methoxy-ethyl)methylamine (2 eq., 254 mg). The reaction mixture was refluxed overnight, then evaporated in vacuo and purified by chromatography to give 4-[(2-methoxyethyl)-methyl-carbamoyl]piperazine-1-carboxylic acid tert-butyl ester as a clear oil (304 mg, 71%). To 4-[(2-methoxyethyl)-methyl-carbamoyl]piperazine-1-carboxylic acid tert-butyl ester (304 mg, 1.01 mmol) in dichloromethane (3 mL) was added HCl (2M solution in ether), the reaction mixture stirred at rt overnight and then evaporated in vacuo to give piperazine-1-carboxylic acid (2-methoxy-ethyl)-methyl-amide as HCl salt (330 mg).

Workup

  1. customevaporated in vacuo

Sources & evidence

ORD record
ord-b24c59a452dd482ca4e1981a32c9f0d6
Source dataset
uspto-grants-2011_01
Patent number
US07872003B2

Reaction notes

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