Ethyl Acetate → HCID 21073445, compound

HRID 1373621Notes

Reaction equation

HRID 1373621 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][CH:18]=[CH:19][C:20]2[CH:21]=[CH:22][C:23]3[O:24][CH2:25][C:26](=[O:30])[NH:27][C:28]=3[N:29]=2)[CH2:11][CH2:10]1.C(OCC)(=O)C>C1COCC1.[Ni]>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]2[CH:21]=[CH:22][C:23]3[O:24][CH2:25][C:26](=[O:30])[NH:27][C:28]=3[N:29]=2)[CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 69420888HCID 69420888, compound

Product 1

HCID 21073445HCID 21073445, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

6-{5-[4-(2,3-Dichloro-phenyl)-piperazin-1-yl]-pent-1-enyl}-4H-pyrido[3,2-b][1,4]oxazin-3-one (0.774 g, 1.73 mmol) was hydrogenated using Ra—Ni (0.25 g) in THF for 16 hours. The reaction was filtered and concentrated to give an oil. Ethyl acetate was added and the product crashed out. The precipitate was filtered and dried to give the title compound as a white solid (0.645 g, 83%). MS: APCI: M+1: 449.1 (Exact Mass: 448.14).

Workup

  1. customfor 16 hours
  2. filtrationThe reaction was filtered
  3. concentrationconcentrated
  4. customto give an oil
  5. filtrationThe precipitate was filtered
  6. customdried

Sources & evidence

ORD record
ord-96d6ce05decc442691d76f40f0898d1c
Source dataset
uspto-grants-2007_01
Patent number
US07160888B2

Reaction notes

Loading…