Methanol → HCID 59579790, compound

HRID 1037786Notes

Reaction equation

HRID 1037786 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]([CH:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)[CH3:16])[C:9]2=[O:14])([O-])=O.CO>[Pd]>[NH2:1][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]([CH:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)[CH3:16])[C:9]2=[O:14]

Participants

4

Reactant 2

HCID 887MethanolHCID 595797305-nitro-2-(1-(pyridin-2-yl)ethyl)isoquinolin-1(2H)-one

Product 1

HCID 59579790HCID 59579790, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Into a round bottom flask was combined 5-nitro-2-(1-(pyridin-2-yl)ethyl)isoquinolin-1(2H)-one (0.85 g, 0.0029 mol), Palladium/C (0.05 g, 0.0005 mol) and methanol (200 mL, 5 mol). The reaction mixture was stirred under hydrogen balloon at room temperature for 40 mins. The mixture was filtered over celite, MeOH was removed and the solid was yield (0.54 mg). MS m/z=266.0 (M+1). 1H NMR (DMSO) δ 8.55 (d, J=4.8 Hz, 1 H), 7.77 (td, J=7.7, 1.8 Hz, 1 H); 7.44 (d, J=7.8 Hz, 1 H), 7.35-7.25 (m, 3 H), 7.17 (t, J=7.8 Hz, 1 H), 6.95-6.85 (m, 1 H), 6.78 (d, J=7.8 Hz, 1 H), 6.28 (q, J=7.2 Hz, 1 H), 5.66 (s, 2 H), 1.75 (d, J=7.2 Hz, 3 H).

Workup

  1. customInto a round bottom flask was combined
  2. filtrationThe mixture was filtered over celite, MeOH
  3. customwas removed
  4. customthe solid was yield (0.54 mg)

Sources & evidence

ORD record
ord-315a62beed394b28a6a13ca24c75e09b
Source dataset
uspto-grants-2013_10
Patent number
US08546579B2

Reaction notes

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