4-(2-Azepan-1-ylethyl)benzoic acid hydrochloride → 6-{2-{[4-(2-Azepan-1-ylethyl)benzyl]ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 2423746Notes

Reaction equation

HRID 2423746 reaction equation
[Si]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH2:15][CH:14]([C:19]1C=C[C:22]([O:25][CH3:26])=[CH:21][C:20]=1CCN)[CH2:13][CH2:12]2)(C(C)(C)C)(C)C.Cl.[N:31]1([CH2:38][CH2:39][C:40]2[CH:48]=[CH:47][C:43]([C:44](O)=O)=[CH:42][CH:41]=2)[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1>>[N:31]1([CH2:38][CH2:39][C:40]2[CH:48]=[CH:47][C:43]([CH2:44][CH2:36][CH2:37][NH:31][C:32]3[CH:33]=[C:22]([O:25][CH3:26])[CH:21]=[CH:20][C:19]=3[CH:14]3[CH2:13][CH2:12][C:11]4[CH:10]=[C:9]([OH:8])[CH:18]=[CH:17][C:16]=4[CH2:15]3)=[CH:42][CH:41]=2)[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1

Participants

3

Reactant 2

HCID 666255044-(2-Azepan-1-ylethyl)benzoic acid hydrochlorideHCID 66626243{2-[6-(Tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenyl}ethylamine2×

Product 1

HCID 666270166-{2-{[4-(2-Azepan-1-ylethyl)benzyl]ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

Procedure

Synthesized from {2-[6-(tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenyl}ethylamine and 4-(2-azepan-1-ylethyl)benzoic acid hydrochloride according to an analogous synthetic method to Example 152, 4-(2-azepan-1-ylethyl)benzyl]{2-[6-(tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenyl}ethylamine (59 mg) was used according to an analogous synthetic method to Example 325 described below to provide the title compound (38 mg).

Sources & evidence

ORD record
ord-2b6d8c33b9ae426db2e905c916499afd
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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