4-(2-Azepan-1-ylethoxy)benzoic acid hydrochloride → HCID 66627333, compound

HRID 1950261Notes

Reaction equation

HRID 1950261 reaction equation
[Si]([O:8][C:9]1[CH:10]=[CH:11][C:12]2[CH2:18][CH:17]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=3CCN)[CH2:16][CH2:15][CH2:14][C:13]=2[CH:30]=1)(C(C)(C)C)(C)C.Cl.[N:32]1([CH2:39][CH2:40][O:41][C:42]2[CH:50]=[CH:49][C:45]([C:46](O)=O)=[CH:44][CH:43]=2)[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1.[N:51]1(CCOC2C=CC(CNCCC3C=C(OC)C=CC=3C3CCCC4C=C(O[Si](C(C)(C)C)(C)C)C=CC=4C3)=CC=2)CCCC[CH2:53][CH2:52]1>>[N:32]1([CH2:39][CH2:40][O:41][C:42]2[CH:50]=[CH:49][C:45]([CH2:46][CH2:53][CH2:52][NH:51][C:20]3[CH:21]=[C:22]([O:25][CH3:26])[CH:23]=[CH:24][C:19]=3[CH:17]3[CH2:16][CH2:15][CH2:14][C:13]4[CH:30]=[C:9]([OH:8])[CH:10]=[CH:11][C:12]=4[CH2:18]3)=[CH:44][CH:43]=2)[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1

Participants

4

Reactant 3

HCID 131748704-(2-Azepan-1-ylethoxy)benzoic acid hydrochlorideHCID 66626847{2-[2-(tert-Butyldimethylsilyloxy)-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl]-5-methoxyphenyl}ethylamineHCID 66627027HCID 66627027, compound

Product 1

HCID 66627333HCID 66627333, compound

Procedure

Synthesized from {2-[2-(tert-butyldimethylsilyloxy)-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl]-5-methoxyphenyl}ethylamine and 4-(2-azepan-1-ylethoxy)benzoic acid hydrochloride according to an analogous synthetic method to Example 152, [4-(2-azepan-1-ylethoxy)benzyl]{2-[2-(tert-butyldimethyl silyloxy)-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl]-5-methoxyphenyl}ethylamine (584 mg) was used according to an analogous synthetic method to Example 325 described below to provide the title compound (426 mg).

Sources & evidence

ORD record
ord-3c47ed2eae34443cb39f0712dde0c304
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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