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1628047-87-9

1628047-87-9 Structure

1628047-87-9 Structure
IdentificationBack Directory
[Name]

1-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine dihydrochloride
[CAS]

1628047-87-9
[Synonyms]

abt199 int 1
5-dimethyl-3
1-((4-chloro-5
ABT199 intermediate1
ABT-199 Intermeidate1
Venetoclax Intermediate 2
1-biphenyl]-2-yl)methyl)piperazine dihydrochloride
1-[[2-(4-Chlorophenyl)-4,4-dimethyl-1-cyclohexen-1-yl]methyl]piperazine diHCL
1-((2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-enyl)methyl)piperazine hydrochloride
1-((2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-enyl)methyl)piperazine dihydrochloride
1-[[2-(4-chlorophenyl)-4,4-dimethyl-cyclohexen-1-yl]methyl]piperazine dihydrochloride
1-{[2-(4-Chlorophenyl)-4,4-dimethyl-1-cyclohexen-1-yl]methyl}piperazine dihydrochloride
1-{[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-en-1-yl]methyl}piperazine dihydrochloride
1-((4-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine 2HCl
Piperazine, 1-[[2-(4-chlorophenyl)-4,4-dimethyl-1-cyclohexen-1-yl]methyl]- (Dihydrochloride)
1-[[2-(4-chlorophenyl)-4,4-dimethyl-1-cyclohexen-1-yl] methyl]-Piperazine, hydrochloride (1:2)
1-((4'-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine dihydroch
Piperazine, 1-[[2-(4-chlorophenyl)-4,4-dimethyl-1-cyclohexen-1-yl]methyl]-, hydrochloride (1:2)
1-((4'-chloro-5,5-demethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl-2yl]methyl)piperazine dihydrochloride
1-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine dihydrochloride
1-((4'-Chloro-5,5-dimethyl-3,4,5,6-tetrah ydro-[1,1'-biphenyl]-2-yl)methy)piperazine dihydrochloride
[Molecular Formula]

C19H27ClN2.2(HCl)
[MDL Number]

MFCD28334264
[MOL File]

1628047-87-9.mol
[Molecular Weight]

391.806
Chemical PropertiesBack Directory
[storage temp. ]

Inert atmosphere,Room Temperature
[Appearance]

White to off-white Solid
[InChI]

InChI=1S/C19H27ClN2.ClH/c1-19(2)8-7-16(14-22-11-9-21-10-12-22)18(13-19)15-3-5-17(20)6-4-15;/h3-6,21H,7-14H2,1-2H3;1H
[InChIKey]

NRMARNSPIXWGDD-UHFFFAOYSA-N
[SMILES]

C(N1CCNCC1)C1CCC(C)(C)CC=1C1C=CC(Cl)=CC=1.Cl
[CAS DataBase Reference]

1628047-87-9
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H319-H315
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
[REACH Registrations]

Active
Hazard InformationBack Directory
[Uses]

1-{[2-(4-Chlorophenyl)-4,4-dimethylcyclohex-1-en-1-yl]methyl}piperazine Dihydrochloride is an intermediate used in the preparation of Venetoclax (A112430), which is a potent and selective BCL-2 inhibitor with potent antitumour activity while sparing platelets. Venetoclax is used to treat chronic lymphocytic leukaemic cells and estrogen receptor-positive breast cancer.
[Synthesis]

To a solution of tert-butyl 4-((2-(4-chlorophenyl)-4,4-dimethylcyclohex-1 -enyl)methyl)piperazine-1 - carboxylate 6 (30 g, 0.072 mol) in MeOH (20 mL) was added conc.HCI (50 mL). The reaction was stirred for 24 hours and then concentrated under reduced pressure. A saturated solution of NazCCh was added to adjust the pH to 8-9, and the mixture was extracted with dichloromethane (2x200 mL). The combined extracts were washed with brine, dried (NazSC ), filtered, and concentrated under reduced pressure. The oil product was treated with MeOH/HCI (g) (3.0 M, 500 mL) and stirred for 1 hour, then concentrated under reduced pressure to get the product 1-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine dihydrochloride (23 g, 83%).
1-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine dihydrochloride
Spectrum DetailBack Directory
[Spectrum Detail]

1-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine dihydrochloride(1628047-87-9)1HNMR
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