Potassium Carbonate → Methanone,4-morpholinyl[5,6,7,8-tetrahydro-3-(trifluoromethyl)imidazo[1,5-a]pyrazin-1-yl]-

HRID 920981Notes

Reaction equation

HRID 920981 reaction equation
Cl.[O:2]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[N:11]=[C:12]([C:19]([F:22])([F:21])[F:20])[N:13]3[CH2:18][CH2:17][NH:16][CH2:15][C:14]=23)=[O:9])[CH2:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C>[O:2]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[N:11]=[C:12]([C:19]([F:21])([F:22])[F:20])[N:13]3[CH2:18][CH2:17][NH:16][CH2:15][C:14]=23)=[O:9])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86685646Morpholino-[3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazin-1-yl]methanone hydrochloride

Product 1

HCID 68011886Methanone,4-morpholinyl[5,6,7,8-tetrahydro-3-(trifluoromethyl)imidazo[1,5-a]pyrazin-1-yl]-Yield 98.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Crude morpholino-[3-(trifluoromethyl)-5,6,7,8-tetrahydro imidazo[1,5-a]pyrazin-1-yl]methanone hydrochloride 20c (330 mg, 1 mmol) was dissolved in 10 mL of ethyl acetate, followed by addition of potassium carbonate (10 g, 72 mmol). After stirring for 4 hours, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure to obtain crude morpholino-[3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazin-1-yl]methanone 20d (300 mg) as a light yellow solid. The product was used directly in the next reaction without purification.

Workup

  1. filtrationthe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-32aa5e5429c9438195581fc1a175171b
Source dataset
uspto-grants-2016_03
Patent number
US09273052B2

Reaction notes

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