Ethyl Acetate → HCID 21073871, compound

HRID 1373630Notes

Reaction equation

HRID 1373630 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:29]=[C:28]3[C:23]([CH2:24][CH2:25][C:26](=[O:30])[NH:27]3)=[CH:22][N:21]=2)[CH2:11][CH2:10]1.CCOC(C)=O>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:29]=[C:28]3[C:23]([CH2:24][CH2:25][C:26](=[O:30])[NH:27]3)=[CH:22][N:21]=2)[CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 69419282HCID 69419282, compound

Product 1

HCID 21073871HCID 21073871, compoundYield 93.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

7-{5-[4-(2,3-Dichloro-phenyl)-piperazin-1-yl]-pent-1-enyl}-3,4-dihydro-1H-[1,6]naphthyridin-2-one (0.417 g, 0.937 mmol) was hydrogenated using Ra—Ni (0.25 g) in THF for 2 hours. The reaction was filtered and concentrated to give a white solid. EtOAc was added and the product crashed out. The precipitate was filtered and dried to give the title compound as a white solid (0.391 g, 93%). MS: APCI: M+1: 447.2 (Exact Mass: 446.16).

Workup

  1. customfor 2 hours
  2. filtrationThe reaction was filtered
  3. concentrationconcentrated
  4. customto give a white solid
  5. filtrationThe precipitate was filtered
  6. customdried

Sources & evidence

ORD record
ord-861c1417ef794653b191db7867a1b88a
Source dataset
uspto-grants-2007_01
Patent number
US07160888B2

Reaction notes

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