Sodium Hydroxide → HCID 67323237, compound

HRID 1401776Notes

Reaction equation

HRID 1401776 reaction equation
Cl.[CH3:2][C:3]1([CH3:27])[CH2:12][CH2:11][C:10]([CH3:14])([CH3:13])[C:9]2[CH:8]=[C:7]([C:15]3[N:16]=[C:17]([N:20]4[CH2:25][CH2:24][CH:23]([NH2:26])[CH2:22][CH2:21]4)[S:18][CH:19]=3)[CH:6]=[CH:5][C:4]1=2.C([O:31][CH2:32][CH2:33][CH2:34][CH2:35]Br)(=O)C.[OH-].[Na+]>CO>[CH3:2][C:3]1([CH3:27])[CH2:12][CH2:11][C:10]([CH3:13])([CH3:14])[C:9]2[CH:8]=[C:7]([C:15]3[N:16]=[C:17]([N:20]4[CH2:25][CH2:24][CH:23]([NH:26][CH2:35][CH2:34][CH2:33][CH2:32][OH:31])[CH2:22][CH2:21]4)[S:18][CH:19]=3)[CH:6]=[CH:5][C:4]1=2

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 784911-Butanol, 4-bromo-, 1-acetateHCID 68381095HCID 68381095, compound

Product 1

HCID 67323237HCID 67323237, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The preparation was carried out as already described starting from 120 mg (0.19 mmol) of 1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrochloride (preparation described above) and 57 μl (0.38 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 is in the form of the hydrochloride.

Workup

  1. customThe product was purified by means of preparative HPLC

Sources & evidence

ORD record
ord-065a7282b8ab451e99475c9ae474e0b4
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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