3-Methoxyphenethylamine → 1-[1-(4-Chlorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-6-ol

HRID 1850846Notes

Reaction equation

HRID 1850846 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[C:19](O)[CH:20]=4)[CH2:15][CH2:14][N:13]=3)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C[O:24]C1C=C(CCN)C=CC=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:12]3[C:21]4[C:16](=[CH:17][C:18]([OH:24])=[CH:19][CH:20]=4)[CH2:15][CH2:14][N:13]=3)[CH2:9][CH2:10][CH2:11]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 748663-MethoxyphenethylamineHCID 582462431-[1-(4-Chlorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-ol

Product 1

HCID 1360193541-[1-(4-Chlorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-6-ol

Procedure

1-[1-(4-Chlorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-6-ol was prepared analogously to 1-[1-(4-chlorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-ol (cf. example 82) using 2-(3-methoxyphenyl)ethanamine in place of 2-(4-methoxyphenyl)ethanamine.

Sources & evidence

ORD record
ord-89540c92a3c54ae49fae999c8523b331
Source dataset
uspto-grants-2015_02
Patent number
US08957089B2

Reaction notes

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