Ammonium formate → HCID 17981682, compound

HRID 2252064Notes

Reaction equation

HRID 2252064 reaction equation
[CH:1]([S:4]([N:7]1[C:11]2[CH:12]=[C:13]([C:16]3[N:17]=[C:18]([C:27]4[CH:32]=[CH:31][C:30]([N+:33]([O-])=O)=[CH:29][C:28]=4[F:36])[NH:19][C:20]=3[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[NH2:37])(=[O:6])=[O:5])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>C(O)C.[Pd]>[CH:1]([S:4]([N:7]1[C:11]2[CH:12]=[C:13]([C:16]3[N:17]=[C:18]([C:27]4[CH:32]=[CH:31][C:30]([NH2:33])=[CH:29][C:28]=4[F:36])[NH:19][C:20]=3[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[NH2:37])(=[O:5])=[O:6])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 17981617HCID 17981617, compound

Product 1

HCID 17981682HCID 17981682, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Reflux a mixture of 1-isopropylsulfonyl-2-amino-6-(2-(2-fluoro-4-nitrophenyl)-5-(phenyl)-imidazol-4-yl)-benzimidazole (0.59 g), ammonium formate (0.29 g) and Pd/C (10%, 0.12 g) in ethanol (20 mL) at 95° C. for 6 hours. Filter over Celite® and concentrate filtrate under reduced pressure to provide the title compound (0.41 g, 75%). MS(ES+): m/z=491.2 (M+H)+

Workup

  1. temperatureReflux
  2. filtrationFilter over Celite®
  3. concentrationconcentrate filtrate under reduced pressure

Sources & evidence

ORD record
ord-f279a0b13d7c4c6aa90075fe5465abb2
Source dataset
uspto-grants-2008_01
Patent number
US07320995B2

Reaction notes

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