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

HRID 242067Notes

Reaction equation

HRID 242067 reaction equation
[CH2:1]([NH2:3])[CH3:2].[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2([C:15]3[C:24]4[C:19](=[CH:20][C:21]([OH:25])=[CH:22][CH:23]=4)[CH2:18][CH2:17][N:16]=3)[CH2:14][CH2:13][CH2:12]2)=[CH:7][CH:6]=1>>[Cl:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2([C:15]3[C:24]4[C:19](=[CH:20][C:21]([O:25][CH2:2][CH2:1][NH2:3])=[CH:22][CH:23]=4)[CH2:18][CH2:17][N:16]=3)[CH2:14][CH2:13][CH2:12]2)=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 6341EthylamineHCID 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-436a880cd38344ce863a9beda304cafc
Source dataset
uspto-grants-2014_02
Patent number
US08653100B2

Reaction notes

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