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ChemicalBook CAS DataBase List (1R,3s,5S)-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane
423165-07-5

(1R,3s,5S)-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane synthesis

7synthesis methods
 A solution of 8-benzyl-3-(3-isopropyl-5-methyl-[1,2,4]triazol-4-yl)-8-aza-bicyclo[3.2.1]octane (2.0 g, 6.17 mmol) in methanol (30 mL) was treated with 10% palladium on carbon (0.25 g) under a hydrogen atmosphere (50 psi) at ambient temperature, overnight. The mixture was filtered through a pad of Celite and the filtrate was concentrated to give (1R,3s,5S)-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane. Yield: 1.36 g (94%).
(1R,3s,5S)-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane
-

Yield: 100%

Reaction Conditions:

with hydrogen;palladium hydroxide on carbon in ethanol at 20; for 18 h;

Steps:

1; 3
[109] Synthesis of 3-(3-isopropyl-5-methyl-4H-1.2.4-triazol-4-yl)-8- azabicvclor3.2.11octane 103 (Y2a = Y2b = Y2c = H). To a solution of the triazole 102 (0.28 g, 0.86 mmol) in EtOH (9 mL) at ambient temperature was added 20 wt % Pd(OH)2/C (140 mg). The mixture was purged with argon then placed under an H2 atmosphere and stirred at ambient temperature for 18h. The reaction mixture was filtered through a pad of celite, the pad washed with EtOH, and the filtrate was concentrated in vacuo to yield 103 (0.20 g, -100%).; The triazole 102 in EtOH was treated with Pd(OH)2/C (140 mg) under an H2 atmosphere to yield amine 103.

References:

CONCERT PHARMACEUTICALS INC. WO2008/63600, 2008, A2 Location in patent:Page/Page column 11-12; 28

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