Sodium Hydroxide → HCID 67323071, compound

HRID 1401807Notes

Reaction equation

HRID 1401807 reaction equation
[CH3:1][C:2]1([CH3:25])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([C:14]3[CH:18]=[C:17]([CH:19]4[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]4)[O:16][N:15]=3)[CH:5]=[CH:4][C:3]1=2.C([O:29][CH2:30][CH2:31][CH2:32][CH2:33]Br)(=O)C.[OH-].[Na+]>CO>[CH3:1][C:2]1([CH3:25])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]2[CH:7]=[C:6]([C:14]3[CH:18]=[C:17]([CH:19]4[CH2:24][CH2:23][N:22]([CH2:33][CH2:32][CH2:31][CH2:30][OH:29])[CH2:21][CH2:20]4)[O:16][N:15]=3)[CH:5]=[CH:4][C:3]1=2

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 784911-Butanol, 4-bromo-, 1-acetateHCID 53311790HCID 53311790, compound

Product 1

HCID 67323071HCID 67323071, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The preparation was carried out as already described starting from 130 mg of 4-[3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)isoxazol-5-yl]piperidine and 83 μl of 4-bromobutyl acetate. The protecting group was cleaved off by means of a 1N NaOH solution in methanol. The product was purified by means of preparative HPLC and converted into the hydrochloride by treatment with methanolic HCl.

Workup

  1. customThe product was purified by means of preparative HPLC

Sources & evidence

ORD record
ord-49740bbfd3094f3eb98e9b316e4e4f5a
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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