1-[2-(4-Bromophenoxy)ethyl]piperidine → {5-(tert-Butyldimethylsilyloxy)-2-[1-(tert-butyldimethylsilyloxy)indan-5-yl]phenyl}[4-(2-piperidin-1-ylethoxy)phenyl]amine

HRID 1950280Notes

Reaction equation

HRID 1950280 reaction equation
[Si:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[CH:21]([O:25][Si:26]([C:29]([CH3:32])([CH3:31])[CH3:30])([CH3:28])[CH3:27])[CH2:20][CH2:19]3)=[C:13]([NH2:15])[CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Br[C:34]1[CH:48]=[CH:47][C:37]([O:38][CH2:39][CH2:40][N:41]2[CH2:46][CH2:45][CH2:44][CH2:43][CH2:42]2)=[CH:36][CH:35]=1>>[Si:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[CH:21]([O:25][Si:26]([C:29]([CH3:32])([CH3:31])[CH3:30])([CH3:27])[CH3:28])[CH2:20][CH2:19]3)=[C:13]([NH:15][C:34]2[CH:35]=[CH:36][C:37]([O:38][CH2:39][CH2:40][N:41]3[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46]3)=[CH:47][CH:48]=2)[CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 8671951-[2-(4-Bromophenoxy)ethyl]piperidineHCID 579343875-(Tert-butyldimethylsilyloxy)-2-[1-(tert-butyldimethylsilyloxy)indan-5-yl]phenylamine

Product 1

HCID 57933787{5-(tert-Butyldimethylsilyloxy)-2-[1-(tert-butyldimethylsilyloxy)indan-5-yl]phenyl}[4-(2-piperidin-1-ylethoxy)phenyl]amineYield 65.2%

Procedure

Synthesized from 5-(tert-butyldimethylsilyloxy)-2-[1-(tert-butyldimethylsilyloxy)indan-5-yl]phenylamine (635 mg) and 1-[2-(4-bromophenoxy)ethyl]piperidine (385 mg) according to an analogous synthetic method to Example 116, the title compound (593 mg) was obtained.

Sources & evidence

ORD record
ord-1ae5f818bdb14387a53064ba35bced8d
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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