Hydrochloric Acid → N-[(1S)-1-(5-chloro-2-piperidin-4ylphenyl)ethyl]acetamide hydrochloride

HRID 2415558Notes

Reaction equation

HRID 2415558 reaction equation
Cl.[C:2]([NH:5][C@H:6]([C:8]1[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=1[CH:15]1[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]1)[CH3:7])(=[O:4])[CH3:3]>C(OCC)(=O)C.C(Cl)Cl>[ClH:14].[Cl:14][C:12]1[CH:11]=[CH:10][C:9]([CH:15]2[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)=[C:8]([C@@H:6]([NH:5][C:2](=[O:4])[CH3:3])[CH3:7])[CH:13]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 11668043Tert-Butyl 4-{2-[(1S)-1-(Acetylamino)Ethyl]-4-Chlorophenyl}Piperidine-1-Carboxylate

Product 1

HCID 68520212N-[(1S)-1-(5-chloro-2-piperidin-4ylphenyl)ethyl]acetamide hydrochlorideYield 200.1%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

A saturated solution of hydrogen chloride in ethyl acetate (15 mL) was added to a stirred solution of tert-butyl 4-{2-[(1S)-1-(acetylamino)ethyl]-4-chlorophenyl}piperidine-1-carboxylate (3-8) (3.66 g, 9.61 mmol) in methylene chloride (15 mL) at 0° C. After 3 h, the volatiles were evaporated in vacuo, and the crude residue triturated twice with dry diethyl ether to give 3-9 (3.05 g) as a colorless solid.

Workup

  1. customthe volatiles were evaporated in vacuo
  2. customthe crude residue triturated twice with dry diethyl ether

Sources & evidence

ORD record
ord-eba1b48027b9488c9dbe10a99ea2888f
Source dataset
uspto-grants-2004_11
Patent number
US06818658B2

Reaction notes

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