N-{(1RS,2RS)-3-(3-biphenylyl)-2-(4-chlorophenyl)-1-methylpropyl}-2-naphthylmethylamine → HCID 19073561, compound

HRID 376196Notes

Reaction equation

HRID 376196 reaction equation
[C:1]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:6]=[CH:5][C:4]([CH2:7][CH:8]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[CH:9]([NH2:11])[CH3:10])=[CH:3][CH:2]=1.C1(C2C=CC=CC=2)C=CC=C(CC(C2C=CC(Cl)=CC=2)C(N[CH2:36][C:37]2[CH:46]=[CH:45][C:44]3[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=3)[CH:38]=2)C)C=1.ClC1C=CC(C2C=CC(CC(C3C=CC(Cl)=CC=3)C(NCC3C=CC4C(=CC=CC=4)C=3)C)=CC=2)=CC=1.ClC1C=CC(C(CC2C=CC(C3C=CC=CC=3)=C(F)C=2)C(NCC2C=CC3C(=CC=CC=3)C=2)C)=CC=1.ClC1C=CC(C(CC2C=C(C3C=CC=CC=3)C(F)=CC=2)C(NCC2C=CC3C(=CC=CC=3)C=2)C)=CC=1.ClC1C=CC(C(CC2C=CC=C(C3C=CC4C(=CC=CC=4)C=3)C=2)C(NCC2C=CC3C(=CC=CC=3)C=2)C)=CC=1.C1(C2C=CC=CC=2)C=CC(CC(C2C=CC(Cl)=C(Cl)C=2)C(NCC2C=CC3C(=CC=CC=3)C=2)C)=CC=1.C1(C2C=CC=CC=2)C=CC(CC(C2C=CC3C(=CC=CC=3)C=2)C(NCC2C=CC3C(=CC=CC=3)C=2)C)=CC=1>>[C:1]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:2]=[CH:3][C:4]([CH2:7][CH:8]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[CH:9]([NH:11][CH2:36][C:37]2[CH:46]=[CH:45][C:44]3[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=3)[CH:38]=2)[CH3:10])=[CH:5][CH:6]=1

Participants

9

Reactant 8

HCID 19073568N-{(1RS,2RS)-3-(3-biphenylyl)-2-(4-chlorophenyl)-1-methylpropyl}-2-naphthylmethylamineHCID 19073595HCID 19073595, compoundHCID 19073619N-{(1RS,2RS)-3-(4-biphenylyl)-1-methyl-2-(2-naphthyl)propyl}-2-naphthylmethylamineHCID 19073691N-{(1RS,2RS)-2-(4-chlorophenyl)-3-(2-fluoro-4-biphenylyl)-1-methylpropyl}-2-naphthylmethylamineHCID 19073737N-{(1RS,2RS)-2-(4-chlorophenyl)-3-(6-fluoro-3-biphenylyl)-1-methylpropyl}-2-naphthylmethylamineHCID 19073744(1RS,2RS)-3-(4-biphenylyl)-2-(4-chlorophenyl)-1-methylpropylamineHCID 19073787N-[(1RS,2RS)-2-(4-chlorophenyl)-1-methyl-3-{3-(2-naphthyl)phenyl}propyl]-2-naphthylmethylamineHCID 19073791N-{(1RS,2RS)-3-(4-biphenylyl)-2-(3,4-dichlorophenyl)-1-methylpropyl}-2-naphthylmethylamine

Product 1

HCID 19073561HCID 19073561, compound

Procedure

The following compounds were prepared in the same manner as in Reference Example 2 except that (1RS, 2RS)-3-(4-biphenylyl)-2-(4-chlorophenyl)-1-methylpropylamine used in the above reaction was changed to the corresponding amine compounds: N-{(1RS, 2RS)-3-(3-biphenylyl)-2-(4-chlorophenyl)-1-methylpropyl}-2-naphthylmethylamine, N-{(1RS, 2RS)-3-(4'-chloro-4-biphenylyl)-2-(4-chlorophenyl)-1-methylpropyl}-2-naphthylmethylamine, N-{(1RS, 2RS)-2-(4-chlorophenyl)-3-(2-fluoro-4-biphenylyl)-1-methylpropyl}-2-naphthylmethylamine, N-{(1RS, 2RS)-2-(4-chlorophenyl)-3-(6-fluoro-3-biphenylyl)-1-methylpropyl}-2-naphthylmethylamine, N-[(1RS, 2RS)-2-(4-chlorophenyl)-1-methyl-3-{3-(2-naphthyl)phenyl}propyl]-2 -naphthylmethylamine, N-((1RS, 2RS)-3-(4-biphenylyl)-2-(3, 4-dichlorophenyl)-1-methylpropyl}-2-naphthylmethylamine and N-{(1RS, 2RS)-3-(4-biphenylyl)-1-methyl-2-(2-naphthyl)propyl}-2-naphthylmethylamine.

Workup

  1. customused in the above reaction

Sources & evidence

ORD record
ord-b8f0d3a294794fdca3ec44ae97b99b89
Source dataset
uspto-grants-1996_01
Patent number
US05488149

Reaction notes

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