HCID 18353746, compound → HCID 70196560, compound

HRID 430080Notes

Reaction equation

HRID 430080 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[Cl:29])[CH2:5][N:6]1[CH2:11][CH:10]=[CH:9][CH2:8][CH:7]1[CH2:12][CH2:13][NH:14][C:15]1[NH:16][C:17]2[C:22]([C:23](=[O:25])[CH:24]=1)=[CH:21][CH:20]=[CH:19][CH:18]=2>C(O)C.[Pt](=O)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[Cl:29])[CH2:5][N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH:7]1[CH2:12][CH2:13][NH:14][C:15]1[NH:16][C:17]2[C:22]([C:23](=[O:25])[CH:24]=1)=[CH:21][CH:20]=[CH:19][CH:18]=2

Participants

4

Reactant 1

HCID 18353746HCID 18353746, compound

Product 1

HCID 70196560HCID 70196560, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

2-{2-[1-(3,4-Dichlorobenzyl)-1.2,3,6-tetrahydropyridin-2-yl]ethylamino}-1H-quinolin-4-one (62 mg, 0.15 mmol) dissolved in ethanol (15 mL) was hydrogenated over platinum dioxide for 24 h at room temperature and atmospheric pressure. The reaction mixture was filtered and evaporated to yield the title compound as a colourless gum. δH (CD3OD) 1.16-1.80 (8H, m), 2.33-2.51 (1H, m), 2.57-2.71 (1H, m), 2.81-2.96 (1H, m), 3.16-3.37 (2H, m), 3.71-3.88 (2H, m), 5.55 (1H, s), 7.44-7.69 (6H, m,), 7.97 (1H, d, J=7.78 Hz); MS (ES+) 430 (100%) MH+.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated

Sources & evidence

ORD record
ord-d454a4c3937642abbbf804596e0d73c7
Source dataset
uspto-grants-2001_11
Patent number
US06320051B1

Reaction notes

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