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

HRID 8718

Reaction equation

HRID 8718 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-2c854fda8c814904b2a39cc1640404a8
Source dataset
uspto-grants-2006_08
Patent number
US07091200B2

Linked notes

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