HCID 10042094, compound → HCID 10065140, compound

HRID 720426Notes

Reaction equation

HRID 720426 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:16](=[O:25])[C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)[N:6]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=[CH:8][C:7]=12)#[N:2]>CO.CC(C)=O>[C:1]([C:3]1[CH:4]=[C:5]([C:16](=[O:25])[C:17]2[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=2)[N:6]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][CH2:8][C:7]=12)#[N:2]

Participants

4

Reactant 1

HCID 10042094HCID 10042094, compound

Product 1

HCID 10065140HCID 10065140, compoundYield 496.8%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 887MethanolSolvent

Procedure

A mixture of 3-cyano-1-(4-methoxy-benzoyl)-pyrrolo[1,2-a]quinoxaline (14.5 mg, 0.0044 mmol) in 10 mL of methanol and 0.5 mL acetone was hydrogenated on PtO2 at 40 psi for 4 h. The reaction mixture was filtered, concentrated under vacuum and the residue was purified by chromatography (25% ethyl acetate/hexane) to yield 7.2 mg (50%) of the title compound. 1H NMR (CDCl3): 7.97 (m, 2H), 6.97 (m, 7H), 4.48 (s, 2H), 4.25 (s, broad, 1H), 3.92 (s, 3H).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated under vacuum
  3. customthe residue was purified by chromatography (25% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-26d4d91394a441e697becda923e6837f
Source dataset
uspto-grants-2006_11
Patent number
US07135480B2

Reaction notes

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