2-Bromo-1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethan-1-one → 4-((2-Hydroxyethyl)-{1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-yl}amino)butan-1-ol

HRID 1401829

Reaction equation

HRID 1401829 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:14]=[CH:13][C:12]2[C:11]([CH3:16])([CH3:15])[CH2:10][CH2:9][C:8]([CH3:18])([CH3:17])[C:7]=2[CH:6]=1)=O.[OH:19][CH2:20][CH2:21][CH2:22][CH2:23][N:24]([CH2:34][CH2:35][OH:36])[CH:25]1[CH2:30][CH2:29][N:28]([C:31](=[S:33])[NH2:32])[CH2:27][CH2:26]1>>[OH:36][CH2:35][CH2:34][N:24]([CH:25]1[CH2:26][CH2:27][N:28]([C:31]2[S:33][CH:2]=[C:3]([C:5]3[CH:14]=[CH:13][C:12]4[C:11]([CH3:16])([CH3:15])[CH2:10][CH2:9][C:8]([CH3:18])([CH3:17])[C:7]=4[CH:6]=3)[N:32]=2)[CH2:29][CH2:30]1)[CH2:23][CH2:22][CH2:21][CH2:20][OH:19]

Participants

3

Reactant 2

HCID 28013372-Bromo-1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethan-1-oneHCID 866718264-[(4-Hydroxybutyl)-(2-hydroxyethyl)amino]-piperidine-1-carbothioic acid amide

Product 1

HCID 673242204-((2-Hydroxyethyl)-{1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-yl}amino)butan-1-ol

Procedure

The preparation was carried out as already described starting from 800 mg (1.01 mmol) of 2-bromo-1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone and 452 mg (1.01 mmol) of 4-[(4-hydroxybutyl)-(2-hydroxyethyl)amino]-piperidine-1-carbothioic acid amide from step d. The product was purified by means of preparative HPLC and is in the form of the hydrochloride.

Workup

  1. customThe product was purified by means of preparative HPLC

Sources & evidence

ORD record
ord-17a75ff717bf4ee3a8c4c492f9ab8f13
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Linked notes

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