Sodium Hydroxide → HCID 53311709, compound

HRID 1401812Notes

Reaction equation

HRID 1401812 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[O:15][C:16]([CH:19]4[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]4)=[CH:17][N:18]=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[O:15][C:16]([CH:19]4[CH2:24][CH2:23][N:22]([CH2:33][CH2:32][CH2:31][CH2:30][OH:29])[CH2:21][CH2:20]4)=[CH:17][N:18]=3)[CH:5]=[CH:4][C:3]1=2

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 784911-Butanol, 4-bromo-, 1-acetateHCID 53311188HCID 53311188, compound

Product 1

HCID 53311709HCID 53311709, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The preparation was carried out as already described starting from 150 mg (0.44 mmol) of 4-[2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)oxazol-5-yl]piperidine and 96 μl (0.67 mmol) 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-529854bae47d4aba82036b812ac6b8ca
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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