Sodium Hydroxide → HCID 53311710, compound

HRID 1401819Notes

Reaction equation

HRID 1401819 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:18][C:17]([CH:19]4[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]4)=[N: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[S: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)=[N: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 53311789HCID 53311789, compound

Product 1

HCID 53311710HCID 53311710, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The preparation was carried out as already described starting from 125 mg (0.35 mmol) of 4-[5-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,4-thiadiazol-2-yl]piperidine and 76 μl (0.53 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-74395fd359dc421abd9c8cb292647de6
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

Loading…