HCID 63282366, compound → HCID 89650606, compound

HRID 2174215Notes

Reaction equation

HRID 2174215 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][C:7]([N:10]2[CH2:13][CH:12]([OH:14])[CH2:11]2)=[N:8][CH:9]=1)([O-])=O>[Pd].CCO>[NH2:1][C:4]1[CH:5]=[N:6][C:7]([N:10]2[CH2:11][CH:12]([OH:14])[CH2:13]2)=[N:8][CH:9]=1

Participants

4

Reactant 1

HCID 63282366HCID 63282366, compound

Product 1

HCID 89650606HCID 89650606, compoundYield 94.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Compound (i) (130 mg, 0.66 mmol), 10% Pd on activated carbon (10 mg) and EtOH (5 mL) were combined and stirred under molecular hydrogen for 18 hrs at it. The reaction mixture was filtered to remove Pd/C residues and concentrated in vacuo to give crude (ii) as a yellow oil (104 mg). 1H NMR (400 MHz, Acetone) δ 7.83 (s, 2H), 4.68 (s, 1H), 4.24 (dd, J=9.8, 6.2 Hz, 2H), 3.83 (dd, J=10.1, 4.3 Hz, 2H).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customto remove Pd/C residues
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5c591ad547984b6bbdc81178696ef1ba
Source dataset
uspto-grants-2015_06
Patent number
US09060515B2

Reaction notes

Loading…