HCID 21073257, compound → HCID 21073471, compound

HRID 1373569Notes

Reaction equation

HRID 1373569 reaction equation
C([O:8][C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[N:12][C:13]([O:19][CH2:20][CH2:21][CH2:22][N:23]3[CH2:28][CH2:27][N:26]([C:29]4[CH:34]=[CH:33][CH:32]=[C:31]([Cl:35])[C:30]=4[Cl:36])[CH2:25][CH2:24]3)=[CH:14][CH:15]=2)[N:10]=1)C1C=CC=CC=1>CO.[Pd]>[Cl:36][C:30]1[C:31]([Cl:35])=[CH:32][CH:33]=[CH:34][C:29]=1[N:26]1[CH2:25][CH2:24][N:23]([CH2:22][CH2:21][CH2:20][O:19][C:13]2[N:12]=[C:11]3[C:16]([CH:17]=[CH:18][C:9](=[O:8])[NH:10]3)=[CH:15][CH:14]=2)[CH2:28][CH2:27]1

Participants

4

Reactant 1

HCID 21073257HCID 21073257, compound

Product 1

HCID 21073471HCID 21073471, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-Benzyloxy-7-{3-[4-(2,3-dichloro-phenyl)-piperazin-1-yl]-propoxy}-[1,8]naphthyridine (367 mg, 0.701 mmol) was hydrogenated using 5% Pd/C (0.1 g) in MeOH (50 mL) for 1 h. The reaction was filtered and concentrated. Purification by liquid chromatography (4–5% MeOH/CH2Cl2) gave the title compound as a white foam (181 mg, 0.418 mmol, 60%). MS: APCI: M+1: 433.1 (Exact Mass: 432.11).

Workup

  1. customfor 1 h
  2. filtrationThe reaction was filtered
  3. concentrationconcentrated
  4. customPurification by liquid chromatography (4–5% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-2f150b78146442729430f8709b8fa1ab
Source dataset
uspto-grants-2007_01
Patent number
US07160888B2

Reaction notes

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