HCID 21104614, compound → HCID 21104615, compound

HRID 1354215Notes

Reaction equation

HRID 1354215 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]#[C:12][C:13]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([O:23][CH3:24])[CH:21]=4)[N:16]=[CH:15][CH:14]=3)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1>CCO.C(OCC)(=O)C.[Pt]=O>[O:4]1[C:5]2([CH2:6][CH2:7][CH:8]([CH2:11][CH2:12][C:13]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([O:23][CH3:24])[CH:21]=4)[N:16]=[CH:15][CH:14]=3)[CH2:9][CH2:10]2)[O:1][CH2:2][CH2:3]1

Participants

5

Reactant 1

HCID 21104614HCID 21104614, compound

Product 1

HCID 21104615HCID 21104615, compound

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Platinum oxide ((0.462 g) was added to a solution of 4-(1,4-dioxa-spiro[4.5]dec-8-yl-ethynyl)-6-methoxy-quinoline (0.83 g, 2.53 mmol) in EtOH (30 ml) and ethyl acetate (10 ml) and hydrogenation was carried out under a hydrogen atmosphere (1 bar). The catalyst was filtered off and the filtrate was concentrated to dryness by rotary evaporation. The residue was purified by column chromatography on silica gel (EtOAc and then EtOAc/-methanol 9/1).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated to dryness by rotary evaporation
  3. customThe residue was purified by column chromatography on silica gel (EtOAc

Sources & evidence

ORD record
ord-bb75ebe404824b3a8710c5cf88c0676b
Source dataset
uspto-grants-2007_05
Patent number
US07223776B2

Reaction notes

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