Ethanol → 2-Phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

HRID 1893407Notes

Reaction equation

HRID 1893407 reaction equation
F[C:2](F)(F)[C:3]1[N:4]=[C:5]2[CH2:10][NH:9][CH2:8][CH2:7][N:6]2[CH:11]=1.Br[CH2:15][C:16]([C:18]1C=CC=[CH:20][CH:19]=1)=O.C(O)C>[Pt](=O)=O.CO>[C:2]1([C:3]2[N:4]=[C:5]3[CH2:10][NH:9][CH2:8][CH2:7][N:6]3[CH:11]=2)[CH:20]=[CH:19][CH:18]=[CH:16][CH:15]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 6259Phenacyl bromideHCID 147199282-(trifluoromethyl)-5H,6H,7H,8H-imidazo[1,2-a]pyrazine2×

Product 1

HCID 147199272-Phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

2-Phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine was prepared in an analogous manner to that described above for 2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (Intermediate 4) but starting from 2-bromo-1-phenylethanone instead of 3-bromo-1,1,1-trifluoro-2-propanone and using platinum (IV) oxide and ethanol in the place of 10% palladium on carbon paste and methanol for the hydrogenation step.

Sources & evidence

ORD record
ord-bfa11841f4264a37bc510155aa01b2f7
Source dataset
uspto-grants-2013_08
Patent number
US08513248B2

Reaction notes

Loading…