HCID 12017170, compound → HCID 12017171, compound

HRID 277885Notes

Reaction equation

HRID 277885 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]2[CH:24]=[CH:23][C:22]3[C:17](=[N:18][CH:19]=[CH:20][CH:21]=3)[N:16]=2)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]>[Pd].C(O)C>[C:1]([N:8]1[CH2:9][CH2:10][CH:11]([CH2:14][C:15]2[CH:24]=[CH:23][C:22]3[CH2:21][CH2:20][CH2:19][NH:18][C:17]=3[N:16]=2)[CH2:12][CH2:13]1)([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])=[O:2]

Participants

4

Reactant 1

HCID 12017170HCID 12017170, compound

Product 1

HCID 12017171HCID 12017171, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 3-3 (2.1 g, 6.4 mmol), 10% Pd/C (210 mg), and ethanol (32 mL) was stirred under a hydrogen atmosphere (1 atm) for 20 hrs. The reaction mixture was then filtered through a celite pad and the filtrate was concentrated. Flash chromatography (silica, 70% hexanes/EtOAc) gave 3-4 as a colorless oil.

Workup

  1. filtrationThe reaction mixture was then filtered through a celite pad
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-64da4991732847feada8a80e4a2ff403
Source dataset
uspto-grants-2002_03
Patent number
US06358970B1

Reaction notes

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