HCID 22008786, compound → HCID 22008742, compound

HRID 322497Notes

Reaction equation

HRID 322497 reaction equation
[O:1]=[C:2]1[CH:7]([CH2:8][CH2:9][C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[N:13][CH:14]=[CH:15][CH:16]=3)[N:11]=2)[CH2:6][CH2:5][CH2:4][N:3]1[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22]>[Pd].CCOC(C)=O>[O:1]=[C:2]1[CH:7]([CH2:8][CH2:9][C:10]2[CH:19]=[CH:18][C:17]3[CH2:16][CH2:15][CH2:14][NH:13][C:12]=3[N:11]=2)[CH2:6][CH2:5][CH2:4][N:3]1[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22]

Participants

4

Reactant 1

HCID 22008786HCID 22008786, compound

Product 1

HCID 22008742HCID 22008742, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1-6 (102 mg, 0.3 mmol), 10% Pd/C (50 mg), and EtOAc (25 mL) was stirred under a hydrogen atmosphere (1 atm) for 24 h. The catalyst was then removed by filtration through celite and the filtrate concentrated. Flash chromatography (silica, 20% CH3OH/EtOAc) gave 1-7 as a yellow gum.

Workup

  1. customThe catalyst was then removed by filtration through celite
  2. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-9ce53a7ce78343ec8bffd83238f54723
Source dataset
uspto-grants-2001_04
Patent number
US06211184B1

Reaction notes

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