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

HRID 1401850Notes

Reaction equation

HRID 1401850 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][NH:24][CH:25]1[CH2:31][CH2:30][CH2:29][N:28]([C:32](=[S:34])[NH2:33])[CH2:27][CH2:26]1>>[CH3:15][C:11]1([CH3:16])[CH2:10][CH2:9][C:8]([CH3:17])([CH3:18])[C:7]2[CH:6]=[C:5]([C:3]3[N:33]=[C:32]([N:28]4[CH2:29][CH2:30][CH2:31][CH:25]([NH:24][CH2:23][CH2:22][CH2:21][CH2:20][OH:19])[CH2:26][CH2:27]4)[S:34][CH:2]=3)[CH:14]=[CH:13][C:12]1=2

Participants

3

Reactant 2

HCID 28013372-Bromo-1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethan-1-oneHCID 866718284-(4-Hydroxybutylamino)azepane-1-carbothioamide

Product 1

HCID 533114564-{1-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]azepan-4-ylamino}butan-1-ol

Procedure

The preparation is carried out as already described starting from 508 mg (1.15 mmol) of 2-bromo-1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone and the product from step c. The purification was carried out by means of preparative HPLC. The product is in the form of the hydrochloride.

Workup

  1. customThe purification

Sources & evidence

ORD record
ord-288bc318ac094b09baa7444ed4b7929f
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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