1,4-Dioxane hydrochloride → 4-(5-Isopropyl-(1,3,4)oxadiazol-2-yl)-4-methyl-piperidine

HRID 400433Notes

Reaction equation

HRID 400433 reaction equation
Cl.O1CCOCC1.C(OC([N:15]1[CH2:20][CH2:19][C:18]([C:22]2[O:23][C:24]([CH:27]([CH3:29])[CH3:28])=[N:25][N:26]=2)([CH3:21])[CH2:17][CH2:16]1)=O)(C)(C)C>O1CCOCC1>[CH:27]([C:24]1[O:23][C:22]([C:18]2([CH3:21])[CH2:19][CH2:20][NH:15][CH2:16][CH2:17]2)=[N:26][N:25]=1)([CH3:29])[CH3:28]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 866860364-(5-Isopropyl-(1,3,4)oxadiazol-2-yl)-4-methyl-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 866860374-(5-Isopropyl-(1,3,4)oxadiazol-2-yl)-4-methyl-piperidineYield 117.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

150 mL saturated dioxane-HCl was added to 19 g 4-(5-isopropyl-(1,3,4)oxadiazol-2-yl)-4-methyl-piperidine-1-carboxylic acid tert-butyl ester in 100 mL dioxane at 0° C. The mixture was stirred at RT for 2 h. The precipitate was filtered and washed with ethyl acetate to give 15.1 g of the desired product.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-45a3b2903e094e45b473169544bb18b4
Source dataset
uspto-grants-2014_06
Patent number
US08741892B2

Reaction notes

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