2-Bromo-1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethan-1-one → 1-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ol

HRID 1401830

Reaction equation

HRID 1401830 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][CH:20]1[CH2:25][CH2:24][N:23]([C:26](=[S:28])[NH2:27])[CH2:22][CH2:21]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:27]=[C:26]([N:23]4[CH2:24][CH2:25][CH:20]([OH:19])[CH2:21][CH2:22]4)[S:28][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 167909664-Hydroxypiperidine-1-carbothioamide

Product 1

HCID 533116261-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ol

Procedure

The preparation was carried out as already described starting from 397 mg (0.94 mmol) of 2-bromo-1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone and 100 mg (0.62 mmol) of 4-hydroxypiperidine-1-carbothioic acid amide from step a. 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-cb75d02964c044f18c3f1ad37356523b
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Linked notes

Loading…