Trifluoroacetic acid → HCID 56611798, compound

HRID 1378764Notes

Reaction equation

HRID 1378764 reaction equation
FC(F)(F)C(O)=O.C([N:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:15]2[CH:22]=[N:23][C:24]([C:25]3[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=3)=[C:14]2[C:13]1=[O:32])(C)(C)C>C(Cl)Cl>[F:31][C:28]1[CH:29]=[CH:30][C:25]([C:24]2[N:23]=[CH:22][N:15]3[C:16]4[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=4)[NH:12][C:13](=[O:32])[C:14]=23)=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10520788HCID 10520788, compound

Product 1

HCID 56611798HCID 56611798, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (50.0 ml) is added to a solution of 5-tert-butyl-3-(4-fluorophenyl)-4,5-dihydroimidazo[1,5-a]quinoxalin-4-one (XXXIV, EXAMPLE 245, 4.01 g) and methylene chloride (50.0 ml) at 0°. The solution is stirred for 1 hr at 0° and is concentrated. The residue is triturated with water, filtered, washed with water (2×100 ml), ether (2×100 ml), and dried under reduced pressure to give the title compound, mp >300°; IR (mineral oil) 2955, 2922, 2868, 2855, 1667, 1499, 1377 and 1366 cm-1 ; NMR (d6 -DMSO) 11.45, 9.16, 8.3-8.45, 8.21 and 7.2-7.45 δ; MS (EI, m/z) 279, 251 and 223.

Workup

  1. concentrationis concentrated
  2. customThe residue is triturated with water
  3. filtrationfiltered
  4. washwashed with water (2×100 ml), ether (2×100 ml)
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-28d5fb80af2f424bbca3e7a32a959fec
Source dataset
uspto-grants-1997_09
Patent number
US05668282

Reaction notes

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