4-(2-Azepan-1-ylethoxy)benzoic acid hydrochloride → [4-(2-Azepan-1-ylethoxy)benzyl][6-methoxy-2-(4-methoxyphenyl)indan-4-yl]methyl amine

HRID 2424201Notes

Reaction equation

HRID 2424201 reaction equation
[CH2:1]([O:8][C:9]1[CH:36]=[CH:35][C:12]([CH2:13][NH:14][CH2:15][C:16]2[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[C:21]3[C:17]=2[CH2:18][CH:19]([C:27]2[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=2)[CH2:20]3)=[CH:11][CH:10]=1)C1C=CC=CC=1.COC1C=C2C(CC(C3C=CC(OC)=CC=3)C2)=C(CN)C=1.Cl.[N:59]1([CH2:66]COC2C=CC(C(O)=O)=CC=2)[CH2:65][CH2:64][CH2:63][CH2:62][CH2:61][CH2:60]1>>[N:59]1([CH2:66][CH2:1][O:8][C:9]2[CH:36]=[CH:35][C:12]([CH2:13][NH:14][CH2:15][C:16]3[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[C:21]4[C:17]=3[CH2:18][CH:19]([C:27]3[CH:28]=[CH:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=3)[CH2:20]4)=[CH:11][CH:10]=2)[CH2:65][CH2:64][CH2:63][CH2:62][CH2:61][CH2:60]1

Participants

4

Reactant 3

HCID 131748704-(2-Azepan-1-ylethoxy)benzoic acid hydrochlorideHCID 66626750(4-Benzyloxybenzyl)[6-methoxy-2-(4-methoxyphenyl)indan-4-yl]methylamineHCID 86605266[6-Methoxy-2-(4-methoxyphenyl)indan-4-yl]methylamine

Product 1

HCID 66627713[4-(2-Azepan-1-ylethoxy)benzyl][6-methoxy-2-(4-methoxyphenyl)indan-4-yl]methyl amine

Procedure

Synthesized from (4-benzyloxybenzyl)[6-methoxy-2-(4-methoxyphenyl)indan-4-yl]methylamine according to an analogous synthetic method to Example 22, [6-methoxy-2-(4-methoxyphenyl)indan-4-yl]methylamine (553 mg) and 4-(2-azepan-1-ylethoxy)benzoic acid hydrochloride (795 mg) were used according to an analogous synthetic method to Example 152 to provide [4-(2-azepan-1-ylethoxy)benzyl][6-methoxy-2-(4-methoxyphenyl)indan-4-yl]methyl amine (172 mg). This compound was used according to an analogous synthetic method to Example 111 to provide the title compound (64 mg).

Sources & evidence

ORD record
ord-8de9ff6443854581a8ae7068597676d8
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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