Hydrochloric Acid → HCID 69409074, compound

HRID 350589Notes

Reaction equation

HRID 350589 reaction equation
[CH2:1]([N:8]1[C:12]([CH2:13][C:14]([OH:16])=[O:15])=[CH:11][N:10]=[C:9]1[C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:26].C(O)C>[Pd].O>[ClH:26].[NH2:23][C:20]1[CH:21]=[CH:22][C:17]([C:9]2[N:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:12]([CH2:13][C:14]([OH:16])=[O:15])=[C:11]([Cl:26])[N:10]=2)=[CH:18][CH:19]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 22345722HCID 22345722, compound

Product 1

HCID 69409074HCID 69409074, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

A mixture of 1-benzyl-2-(4-nitrophenyl)-5-imidazole-acetic acid (2.1 g, 5.0 mmol), 10% palladium on carbon (0.10 g), 12 M HCl (3.0 ml), 96% ethanol (50 ml) and water (50 ml) was hydrogenated at 55 psi for 1.5 hours on a Parr shaker hydrogenation apparatus. The mixture was filtered through a celite pad and then through a fluted filter paper. Evaporation left the title compound, Compound 12, as 1.0 g orange solid.

Workup

  1. filtrationThe mixture was filtered through a celite pad
  2. filtrationthrough a fluted filter paper
  3. customEvaporation
  4. waitleft the title compound, Compound 12

Sources & evidence

ORD record
ord-d10d7c04905c46298552d20fe2a81bb3
Source dataset
uspto-grants-2007_02
Patent number
US07182934B2

Reaction notes

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