2-({1-[1-(4-Chlorophenyl)cyclobutyl]-4,4-dimethyl-3,4-dihydroisoquinolin-7-yl}oxy)ethanamine → N-[2-({1-[1-(4-Chlorophenyl)cyclobutyl]-4,4-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-yl}oxy)ethyl]propane-1-sulfonamide hydrochloride

HRID 242065Notes

Reaction equation

HRID 242065 reaction equation
Cl.FC1C=CC(C2(C3C4C(=CC=C(OCCN[S:27]([CH2:30][CH2:31][CH3:32])(=[O:29])=[O:28])C=4)CCN3)CCC2)=CC=1.[Cl:33][C:34]1[CH:39]=[CH:38][C:37]([C:40]2([C:44]3[C:53]4[C:48](=[CH:49][CH:50]=[C:51]([O:54][CH2:55][CH2:56][NH2:57])[CH:52]=4)[C:47]([CH3:59])([CH3:58])[CH2:46][N:45]=3)[CH2:43][CH2:42][CH2:41]2)=[CH:36][CH:35]=1>>[ClH:33].[Cl:33][C:34]1[CH:39]=[CH:38][C:37]([C:40]2([CH:44]3[C:53]4[C:48](=[CH:49][CH:50]=[C:51]([O:54][CH2:55][CH2:56][NH:57][S:27]([CH2:30][CH2:31][CH3:32])(=[O:29])=[O:28])[CH:52]=4)[C:47]([CH3:59])([CH3:58])[CH2:46][NH:45]3)[CH2:43][CH2:42][CH2:41]2)=[CH:36][CH:35]=1

Participants

3

Reactant 2

HCID 582463022-({1-[1-(4-Chlorophenyl)cyclobutyl]-4,4-dimethyl-3,4-dihydroisoquinolin-7-yl}oxy)ethanamineHCID 66868755N-[2-({1-[1-(4-fluorophenyl)cyclobutyl]-1,2,3,4-tetrahydroisoquinolin-7-yl}oxy)ethyl]propane-1-sulfonamide hydrochloride

Product 1

HCID 66868673N-[2-({1-[1-(4-Chlorophenyl)cyclobutyl]-4,4-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-yl}oxy)ethyl]propane-1-sulfonamide hydrochloride

Procedure

N-[2-({1-[1-(4-Chlorophenyl)cyclobutyl]-4,4-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-yl}oxy)ethyl]propane-1-sulfonamide hydrochloride was prepared analogously to N-[2-({1-[1-(4-fluorophenyl)cyclobutyl]-1,2,3,4-tetrahydroisoquinolin-7-yl}oxy)ethyl]propane-1-sulfonamide hydrochloride (cf. example 65) using 2-({1-[1-(4-chlorophenyl)cyclobutyl]-4,4-dimethyl-3,4-dihydroisoquinolin-7-yl}oxy)ethanamine in place of 2-({1-[1-(4-fluorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-yl}oxy)ethanamine.

Sources & evidence

ORD record
ord-3abdbf9611c748699786f2a30347dc6c
Source dataset
uspto-grants-2014_02
Patent number
US08653100B2

Reaction notes

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