Sodium Hydroxide → HCID 67324957, compound

HRID 1401814Notes

Reaction equation

HRID 1401814 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[S: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[S: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 67322243HCID 67322243, compound

Product 1

HCID 67324957HCID 67324957, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The preparation was carried out as already described starting from 70 mg (0.20 mmol) of 4-[2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-5-yl]piperidine and 43 μl (0.30 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-1f37b23a59714583b18ecf819e93604c
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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