HCID 49854235, compound → HCID 49854326, compound

HRID 1895546Notes

Reaction equation

HRID 1895546 reaction equation
[C:1]([C:4]1[C:12]2[N:11]=[C:10]([CH:13]3[CH2:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]3C(OCC3C=CC=CC=3)=O)[NH:9][C:8]=2[CH:7]=[CH:6][CH:5]=1)(=[O:3])[NH2:2]>C(OCC)(=O)C.[Pd]>[NH:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:21][CH:13]1[C:10]1[NH:9][C:8]2[CH:7]=[CH:6][CH:5]=[C:4]([C:1]([NH2:2])=[O:3])[C:12]=2[N:11]=1

Participants

4

Reactant 1

HCID 49854235HCID 49854235, compound

Product 1

HCID 49854326HCID 49854326, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of benzyl 2-(4-carbamoyl-1H-benzo[d]imidazol-2-yl)indoline-1-carboxylate (800 mg, 1.94 mmol) in ethyl acetate (50 ml) was added 10% Pd/C (80 mg) and the reaction mixture was degassed and stirred under H2 at 1 atmospheric pressure for 2 h at RT. The reaction mixture was filtered, the filtrate concentrated and the crude product was further triturated with ether to afford 2-(indolin-2-yl)-1H-benzo[d]imidazole-4-carboxamide. MS (ES+): m/z 279.1 [M+H]+

Workup

  1. customthe reaction mixture was degassed
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate concentrated
  4. customthe crude product was further triturated with ether

Sources & evidence

ORD record
ord-f7787f0e987247329d293baa06b3a89b
Source dataset
uspto-grants-2013_08
Patent number
US08513433B2

Reaction notes

Loading…