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Name	Lorcaserin hydrochloride	EINECS	1592732-453-0
CAS No.	846589-98-8	Density	N/A
PSA	12.03000	LogP	3.72000
Solubility	N/A	Melting Point	N/A
Formula	C11H14 Cl N . Cl H	Boiling Point	N/A
Molecular Weight	232.153	Flash Point	N/A
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	1H-3-Benzazepine,8-chloro-2,3,4,5-tetrahydro-1-methyl-, hydrochloride, (1R)- (9CI);(R)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride;(R)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine hydrochloride; APD356; Lorcaserin hydrochloride	Article Data	27

Lorcaserin hydrochloride Synthetic route

: 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine L-(+)-tartrate

: 846589-98-8
Lorcaserin hydrochloride

Conditions

Conditions	Yield
Stage #1: 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine L-(+)-tartrate With sodium hydroxide In dichloromethane; water at 10 - 30℃; for 1h; Stage #2: With hydrogenchloride In ethyl methyl ether at 0 - 10℃; pH=1.5 - 2.5;	98.6%
Multi-step reaction with 2 steps 1.1: sodium hydroxide / water; dichloromethane; tert-butyl alcohol 1.2: 90 - 100 °C / Inert atmosphere 1.3: 10 h / 20 °C 2.1: sodium hydroxide / water / 0.17 h / 20 °C 2.2: 0.08 h / 20 °C View Scheme

: lorcaserin

: 846589-98-8
Lorcaserin hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 0 - 5℃; Solvent; Concentration;	98%
With hydrogenchloride In water; ethyl acetate pH=<= 5; pH-value; Large scale;	98%
With hydrogenchloride In dichloromethane; water at 20℃; for 0.166667h;	97%

: (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine hemitartrate

: 846589-98-8
Lorcaserin hydrochloride

Conditions

Conditions	Yield
Stage #1: (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine hemitartrate With potassium carbonate In water; ethyl acetate at 15℃; Large scale; Stage #2: With hydrogenchloride In water; ethyl acetate pH=<= 5; Temperature; Large scale;	98%
Stage #1: (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine hemitartrate With potassium carbonate In water; ethyl acetate at 20 - 25℃; for 0.5 - 0.666667h; Stage #2: With hydrogenchloride In water; ethyl acetate at 0 - 5℃;	89.9%

: (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine L-(+)-tartrate

: 846589-98-8
Lorcaserin hydrochloride

Conditions

Conditions	Yield
Stage #1: (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine L-(+)-tartrate With potassium carbonate In water; ethyl acetate at 20℃; for 1h; Stage #2: With hydrogenchloride In water; ethyl acetate at 0 - 8℃; for 2h; Concentration;	90.5%
Stage #1: (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine L-(+)-tartrate With potassium carbonate In dichloromethane; water at 20℃; for 1h; Stage #2: With hydrogenchloride In dichloromethane; water for 4h; Solvent; Reagent/catalyst; Cooling with ice;	35.3%
Stage #1: (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine L-(+)-tartrate With sodium hydroxide In water at 20℃; for 0.166667h; Stage #2: With hydrogenchloride In diethyl ether; dichloromethane at 20℃; for 0.0833333h;	3.88 g

: bis((R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine) L-(+)-tartarate

: 846589-98-8
Lorcaserin hydrochloride

Conditions

Conditions	Yield
Stage #1: bis((R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine) L-(+)-tartarate With potassium carbonate In water; ethyl acetate at 20 - 25℃; for 0.5 - 0.666667h; Stage #2: With hydrogenchloride In water; ethyl acetate at 0 - 5℃; for 3.5 - 4h; (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine;	89.9%
Stage #1: bis((R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine) L-(+)-tartarate With sodium hydroxide In dichloromethane; water at 25℃; for 0.5h; pH=10; Stage #2: With hydrogenchloride In ethyl acetate at 0℃; for 2.5h; pH=2;	2.25 g
Stage #1: bis((R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine) L-(+)-tartarate With potassium carbonate In water at 10 - 25℃; for 0.333333h; Stage #2: With hydrogenchloride In water; ethyl acetate at 0 - 5℃; Temperature;	21.4 g

: 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine L-hemitartrate

: 846589-98-8
Lorcaserin hydrochloride

Conditions

Conditions	Yield
Stage #1: 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine L-hemitartrate With potassium carbonate In water; ethyl acetate at 20 - 25℃; for 50.6667h; Stage #2: With hydrogenchloride In ethyl acetate at 0 - 5℃; for 3.5 - 4h;	89.9%

: N-allyl-N-(4-chlorophenethyl)carbamic acid tert-butyl ester

: 846589-98-8
Lorcaserin hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: hydrogenchloride / ethyl acetate / 20 °C / pH 2 / Large scale 2: aluminum (III) chloride / 1,2-dichloro-benzene / 4 h / 110 °C / Inert atmosphere; Large scale 3: acetone; water / 3 h / 50 °C / Large scale 4: potassium carbonate / water 5: hydrogenchloride / ethyl acetate; ethanol / 20 °C / pH 2 View Scheme
Multi-step reaction with 4 steps 1.1: hydrogenchloride / ethyl acetate / 20 °C 2.1: aluminum (III) chloride / 1,2-dichloro-benzene / 110 °C 3.1: acetone; water / 3 h / 50 °C 3.2: 5 h / 0 - 5 °C / Reflux 4.1: sodium hydroxide / dichloromethane; water / 0.5 h / 25 °C / pH 10 4.2: 2.5 h / 0 °C / pH 2 View Scheme
Multi-step reaction with 4 steps 1.1: dichloromethane / 25 °C 2.1: aluminum (III) chloride / 1,2-dichloro-benzene / 110 °C 3.1: acetone; water / 3 h / 50 °C 3.2: 5 h / 0 - 5 °C / Reflux 4.1: sodium hydroxide / dichloromethane; water / 0.5 h / 25 °C / pH 10 4.2: 2.5 h / 0 °C / pH 2 View Scheme
Multi-step reaction with 4 steps 1: aluminum (III) chloride / chlorobenzene / 110 °C 2: acetone / 3 h / 50 °C 3: potassium carbonate / water / pH 8-9 4: hydrogenchloride / ethanol; ethyl acetate / 1 h / 20 °C / pH 1-2 View Scheme

: N-(4-chlorophenylethyl)propyl-2-ene-1-amine trifluoroacetate

: 846589-98-8
Lorcaserin hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / 1,2-dichloro-benzene / 110 °C 2.1: acetone; water / 3 h / 50 °C 2.2: 5 h / 0 - 5 °C / Reflux 3.1: sodium hydroxide / dichloromethane; water / 0.5 h / 25 °C / pH 10 3.2: 2.5 h / 0 °C / pH 2 View Scheme

: C13H15ClF3NO

: 846589-98-8
Lorcaserin hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium hydroxide / methanol / 3 h / 60 °C 2.1: aluminum (III) chloride / 1,2-dichloro-benzene / 90 °C 3.1: acetone; water / 3 h / 50 °C 3.2: 5 h / 0 - 5 °C / Reflux 4.1: sodium hydroxide / dichloromethane; water / 0.5 h / 25 °C / pH 10 4.2: 2.5 h / 0 °C / pH 2 View Scheme

: 1247548-14-6
N-(4-chlorophenylethyl)propyl-2-ene-1-amine

: 846589-98-8
Lorcaserin hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / 1,2-dichloro-benzene / 90 °C 2.1: acetone; water / 3 h / 50 °C 2.2: 5 h / 0 - 5 °C / Reflux 3.1: sodium hydroxide / dichloromethane; water / 0.5 h / 25 °C / pH 10 3.2: 2.5 h / 0 °C / pH 2 View Scheme

Lorcaserin hydrochloride Chemical Properties

Structure of (R)-1h-3-benzazepine,8-chloro-2,3,4,5-tetrahydro-1-methyl-,hydrochloride (CAS NO.846589-98-8):

IUPAC Name: (1R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride
Molecular Formula : C₁₁H₁₅Cl₂N
Molecular Weight:232

Lorcaserin hydrochloride Specification

(R)-1h-3-benzazepine,8-chloro-2,3,4,5-tetrahydro-1-methyl-,hydrochloride ,its cas register number is 846589-98-8. It also can be called (1R)-8-Chloro-2,3,4,5-tetrahydro-1-methyl-1H-3-benzazepine hydrochloride and Lorcaserin hydrochloride .

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