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CAS 79617-96-2

(1S,4S)-4-(3,4-Dichlorophenyl)-N-methyltetralin-1-amine

Codes: Sertraline Hydrochloride-025

Application context (from source-drug indications)

Obsessive-compulsive disorderSertraline Citrate

Source drugs (routes using this intermediate)

DrugTierExpiry
Sertraline CitrateTier C — Watch / trade-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

Sertraline CitrateOptimised routesteps: 10total yield: 65g(Sertraline (Free))
Benzene→3,4-Dichlorobenzoyl chloride→(3,4-Dichlorophenyl)(phenyl)methanone→1,2-Dichloro-4-(1-phenylethenyl)benzene→Butane-1,4-dioic acid diethyl diester→1,4-Diethyl (2Z)-2-[(3,4-dichlorophenyl)(phenyl)methylidene]butanedioate→4-(3,4-Dichlorophenyl)-4-phenylbut-3-enoic acid→4-(3,4-Dichlorophenyl)-4-phenylbutanoic acid→4-(3,4-Dichlorophenyl)-4-phenylbutanoyl chloride→4-(3,4-Dichlorophenyl)-1-tetralone→4-(2,3-Dichlorophenyl)-1-tetralone→1,2-Dichlorobenzene→Aminomethane→N-[(1E)-4-(3,4-Dichlorophenyl)-3,4-dihydronaphthalen-1(2H)-ylidene]methanamine→(1S,4S)-4-(3,4-Dichlorophenyl)-N-methyltetralin-1-amine
Sertraline CitrateOptimised routesteps: 12total yield: /
Sertraline CitrateOptimised routesteps: 4total yield: /
1-Hydroxynaphthalene→1,2-Dichlorobenzene→4(S)-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-one→N-Methylhydroxylamine→1-(3,4-dichlorophenyl)-4-(methylnitroso)-1,2,3,4-tetrahydronaphthalene→(1S,4S)-4-(3,4-Dichlorophenyl)-N-methyltetralin-1-amine
Sertraline CitrateOptimised routesteps: 3total yield: 33.5g(Sertraline (Free))
4-(3,4-Dichlorophenyl)-1-tetralone→Aminomethane→N-[(1E)-4-(3,4-Dichlorophenyl)-3,4-dihydronaphthalen-1(2H)-ylidene]methanamine→(±)-cis-4-(3,4-Dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine→(1S,4S)-4-(3,4-Dichlorophenyl)-N-methyltetralin-1-amine→(2R)-Hydroxy(phenyl)acetic acid (1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine
Sertraline CitrateOptimised routesteps: 4total yield: 139g(Sertraline Hydrochloride (API))
4-(3,4-Dichlorophenyl)-1-tetralone→Aminomethane→N-[(1E)-4-(3,4-Dichlorophenyl)-3,4-dihydronaphthalen-1(2H)-ylidene]methanamine→(±)-cis/trans 4-(3,4-Dichlorophenyl)-N-methyl-1,2,3,4-tetrahydro-1-naphthalenamine→(±)-4-(3,4-Dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine→(1S,4S)-4-(3,4-Dichlorophenyl)-N-methyltetralin-1-amine
Sertraline CitrateOptimised routesteps: 6total yield: 563mg(Sertraline Hydrochloride (API))
4-(3,4-Dichlorophenyl)-1-tetralone→(1S,4S)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-ol→4(S)-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-one→Aminomethane→N-[(1E,4S)-4-(3,4-Dichlorophenyl)-3,4-dihydronaphthalen-1(2H)-ylidene]methanamine→(1S,4S)-4-(3,4-Dichlorophenyl)-N-methyltetralin-1-amine→[5,5'-Biquinoline]-6,6'-diol→Sertraline Hydrochloride-157
Sertraline CitrateOptimised routesteps: 9total yield: /
4-Benzylbutyric acid→1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl 5-phenylpentanoate→1,2,3,4-Tetrahydronaphthalene→1-Oxotetralin→1,1,1-Trifluoro-N-methyl-N-(4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)methanesulfonamide→Iodomethane→1,1,1-Trifluoro-N-(4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)methanesulfonamide→4-[Methyl(trifluoromethanesulfonyl)amino]-3,4-dihydronaphthalen-1-yl trifluoromethanesulfonate→(3,4-Dichlorophenyl)boronic acid→N-[4-(3,4-Dichlorophenyl)-1,2-dihydronaphthalen-1-yl]-1,1,1-trifluoro-N-methylmethanesulfonamide→N-[(1S,4S)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl]-1,1,1-trifluoro-N-methylmethanesulfonamide→(1S,4S)-4-(3,4-Dichlorophenyl)-N-methyltetralin-1-amine

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