2-({1-[1-(4-Fluorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-yl}oxy)ethanamine → 2-({1-[1-(4-Chlorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-6-yl}oxy)ethanamine

HRID 1850847Notes

Reaction equation

HRID 1850847 reaction equation
FC1C=CC([C:8]2([C:12]3C4C(=CC=C(OCCN)C=4)CC[N:13]=3)CCC2)=CC=1.[Cl:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]2([C:37]3[C:46]4[C:41](=[CH:42][C:43]([OH:47])=[CH:44][CH:45]=4)[CH2:40][CH2:39][N:38]=3)[CH2:36][CH2:35][CH2:34]2)=[CH:29][CH:28]=1>>[Cl:26][C:27]1[CH:28]=[CH:29][C:30]([C:33]2([C:37]3[C:46]4[C:41](=[CH:42][C:43]([O:47][CH2:8][CH2:12][NH2:13])=[CH:44][CH:45]=4)[CH2:40][CH2:39][N:38]=3)[CH2:36][CH2:35][CH2:34]2)=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 582463242-({1-[1-(4-Fluorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-yl}oxy)ethanamineHCID 1360193541-[1-(4-Chlorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-6-ol

Product 1

HCID 582462612-({1-[1-(4-Chlorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-6-yl}oxy)ethanamine

Procedure

2-({1-[1-(4-Chlorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-6-yl}oxy)ethanamine was prepared analogously to 2-({1-[1-(4-fluorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-yl}oxy)ethanamine using 1-[1-(4-chlorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-6-ol in place of 1-[1-(4-fluorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-ol (cf. example 65).

Sources & evidence

ORD record
ord-9bc19c8143cc43808fda3fff898cde14
Source dataset
uspto-grants-2015_02
Patent number
US08957089B2

Reaction notes

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