Hydrochloric Acid → 2-{1-[1-(4-Chloro-phenyl)-cyclobutyl]-3,4-dihydro-isoquinolin-7-yloxy}-1-piperazin-1-yl-ethanone

HRID 242053Notes

Reaction equation

HRID 242053 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:38])[CH2:15][O:16][C:17]2[CH:26]=[C:25]3[C:20]([CH2:21][CH2:22][N:23]=[C:24]3[C:27]3([C:31]4[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=4)[CH2:30][CH2:29][CH2:28]3)=[CH:19][CH:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.CC(O)C>ClCCl>[Cl:37][C:34]1[CH:35]=[CH:36][C:31]([C:27]2([C:24]3[C:25]4[C:20](=[CH:19][CH:18]=[C:17]([O:16][CH2:15][C:14]([N:11]5[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]5)=[O:38])[CH:26]=4)[CH2:21][CH2:22][N:23]=3)[CH2:30][CH2:29][CH2:28]2)=[CH:32][CH:33]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 582463044-(2-{1-[1-(4-Chloro-phenyl)-cyclobutyl]-3,4-dihydro-isoquinolin-7-yloxy}-acetyl)-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 582463622-{1-[1-(4-Chloro-phenyl)-cyclobutyl]-3,4-dihydro-isoquinolin-7-yloxy}-1-piperazin-1-yl-ethanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(2-{1-[1-(4-Chloro-phenyl)-cyclobutyl]-3,4-dihydro-isoquinolin-7-yloxy}-acetyl)-piperazine-1-carboxylic acid tert-butyl ester (690 mg, 1.28 mmol) was dissolved in dichloro-methane. A 5 M solution of HCl in 2-propanol (5 mol) was added and the mixture was stirred for 14 h at RT. The solvent was removed and the residue (230 mg) was used in the next step without further purification.

Workup

  1. customThe solvent was removed
  2. customthe residue (230 mg) was used in the next step without further purification

Sources & evidence

ORD record
ord-e8f8b1c6103e4e24afb9c927cd8f3e5d
Source dataset
uspto-grants-2014_02
Patent number
US08653100B2

Reaction notes

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