HCID 178494054, compound → HCID 178494053, compound

HRID 633521Notes

Reaction equation

HRID 633521 reaction equation
[CH3:1][O:2][C:3]1[N:4]=[CH:5][CH:6]=[C:7]2[C:11]([C:12]3[CH:17]=[C:16]([N+:18]([O-])=O)[CH:15]=[CH:14][C:13]=3[O:21][C@H:22]3[CH2:27][CH2:26][C@H:25]([O:28][CH3:29])[CH2:24][CH2:23]3)=[CH:10][N:9]([CH3:30])[C:8]=12>O1CCCC1.[Pd]>[CH3:1][O:2][C:3]1[N:4]=[CH:5][CH:6]=[C:7]2[C:11]([C:12]3[CH:17]=[C:16]([CH:15]=[CH:14][C:13]=3[O:21][C@H:22]3[CH2:27][CH2:26][C@H:25]([O:28][CH3:29])[CH2:24][CH2:23]3)[NH2:18])=[CH:10][N:9]([CH3:30])[C:8]=12

Participants

4

Reactant 1

HCID 178494054HCID 178494054, compound

Product 1

HCID 178494053HCID 178494053, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of Example 6B (0.025 g, 0.061 mmol) in tetrahydrofuran (10 mL) was added to 10% palladium on carbon (0.005 g, 0.047 mmol) in a 50 mL pressure bottle and stirred at ambient temperature under hydrogen at 30 psi for 2 hours. The solid was removed by filtration, and the filtrate was concentrated to provide the title compound (0.023 g, 100% yield).

Workup

  1. customThe solid was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-415a4271d97e4e78b9c5c4384400eb31
Source dataset
uspto-grants-2016_04
Patent number
US09321764B2

Reaction notes

Loading…