HCID 53629681, compound → HCID 59127102, compound

HRID 1990017Notes

Reaction equation

HRID 1990017 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][C:5]([NH:8][C:9](=[O:31])[C:10]2[CH:15]=[C:14]([O:16][CH:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)[CH:13]=[C:12]([O:23]CC3C=CC=CC=3)[CH:11]=2)=[N:6][CH:7]=1>C(O)C.[Pd]>[OH:23][C:12]1[CH:11]=[C:10]([CH:15]=[C:14]([O:16][CH:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[CH:13]=1)[C:9]([NH:8][C:5]1[CH:4]=[N:3][C:2]([CH3:1])=[CH:7][N:6]=1)=[O:31]

Participants

4

Reactant 1

HCID 53629681HCID 53629681, compound

Product 1

HCID 59127102HCID 59127102, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

N-(5-Methylpyrazin-2-yl)-3-[(phenylmethyl)oxy]-5-(tetrahydro-2H-pyran-4-yloxy)benzamide (1.70 g, 4.05 mmol) was dissolved in ethanol (40 mL) and 10% palladium on charcoal (86 mg) catalyst added under argon. The reaction was stirred under an atmosphere of hydrogen for 4 days then filtered and the filtrate concentrated in vacuo to give the desired compound as a cream-coloured solid (1.20 g). m/z 330 (M+H)+

Workup

  1. filtrationthen filtered
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-3c53249ac3ae44568af23948d753a5f7
Source dataset
uspto-grants-2010_01
Patent number
US07642263B2

Reaction notes

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