3-Cyclohexylimidazo[1,5-a]pyrazine → 3-cyclohexyl-5H,6H,7H,8H-imidazo[1,5-a]pyrazine

HRID 2183702

Reaction equation

HRID 2183702 reaction equation
[CH:1]1([C:7]2[N:11]3[CH:12]=[CH:13][N:14]=[CH:15][C:10]3=[CH:9][N:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H][H]>C(O)C.O=[Pt]=O>[CH:1]1([C:7]2[N:11]3[CH2:12][CH2:13][NH:14][CH2:15][C:10]3=[CH:9][N:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 219836653-Cyclohexylimidazo[1,5-a]pyrazineHCID 178418361HCID 178418361, compound

Product 1

HCID 219836083-cyclohexyl-5H,6H,7H,8H-imidazo[1,5-a]pyrazineYield 87.5%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-cyclohexyl-imidazo[1,5-a]pyrazine 8a (960 mg, 4.4 mmol) in 25 ml ethanol was treated with 100 mg Adam's catalyst and stirred vigorously under one atmosphere of hydrogen for 18 hr. The mixture was filtered through a pad of Celite®. The filtrate was concentrated in vacuo to yield 790 mg of 3-cyclohexyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine 9a as a greenish-yellow solid.

Workup

  1. filtrationThe mixture was filtered through a pad of Celite®
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-b160e3c02ae6415d9a8fb16a78205e97
Source dataset
uspto-grants-2005_05
Patent number
US06900220B2

Linked notes

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