HCID 23373391, compound → HCID 22448026, compound

HRID 1899397Notes

Reaction equation

HRID 1899397 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=[O:29])[CH2:12][N:13]1[CH2:18][CH2:17][CH:16]([N:19]2[C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[NH:21][C:20]2=[O:28])[CH2:15][CH2:14]1)([O-])=O>CN(C=O)C.CO.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=[O:29])[CH2:12][N:13]1[CH2:14][CH2:15][CH:16]([N:19]2[C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[NH:21][C:20]2=[O:28])[CH2:17][CH2:18]1

Participants

5

Reactant 1

HCID 23373391HCID 23373391, compound

Product 1

HCID 22448026HCID 22448026, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Procedure

4 g (10.12 mmol) of 1-[2-(2-nitrophenyl)amino-2-oxoethyl]-4-(2-oxo-1-benzimidazolinyl)piperidine are dissolved in 40 ml of DMF. After addition of 400 mg of 10% Pd/C (Aldrich), the mixture is hydrogenated at 3 bar until reaction is complete (TLC). The catalyst is filtered off and all solvent is stripped off in a high vacuum. The crude product is coevaporated several times with methanol. The crystals obtained are stirred in methanol, filtered off with suction and dried at 30° C. in a high vacuum.

Workup

  1. customthe mixture is hydrogenated at 3 bar until reaction
  2. filtrationThe catalyst is filtered off
  3. customThe crystals obtained
  4. filtrationfiltered off with suction
  5. customdried at 30° C. in a high vacuum

Sources & evidence

ORD record
ord-a4648cde8db14af7ae2f1c1351eccf55
Source dataset
uspto-grants-1996_11
Patent number
US05571921

Reaction notes

Loading…