4-(5H-pyrrolo[1,2-c]imidazol-7-yl)benzonitrile → HCID 16749887, compound

HRID 2383240Notes

Reaction equation

HRID 2383240 reaction equation
[CH:1]1[N:5]=[CH:4][N:3]2[CH2:6][CH:7]=[C:8]([C:9]3[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=3)[C:2]=12>CO.[Pd]>[CH:1]1[N:5]=[CH:4][N:3]2[CH2:6][CH2:7][CH:8]([C:9]3[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=3)[C:2]=12

Participants

4

Reactant 1

HCID 669338694-(5H-pyrrolo[1,2-c]imidazol-7-yl)benzonitrile

Product 1

HCID 16749887HCID 16749887, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.99 mmol of 4-(5H-pyrrolo[1,2-c]imidazol-7-yl)benzonitrile in 15 ml of MeOH is hydrogenated in the presence of 123 mg of 10% Pd/C at room temperature for 5.5 hours. The reaction mixture is subjected to clarifying filtration and the filtrate is evaporated. From the residue the title compound is obtained by means of flash chromatography (SiO2 60 F) as a pale reddish solid. Rf=0.22 (dichloromethane/ammonia (2M in EtOH) 97:3), Rt=4.43 (Gradient I).

Workup

  1. filtrationfiltration
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-4f18c979079f485fade6fa886b5989ed
Source dataset
uspto-grants-2012_09
Patent number
US08263615B2

Reaction notes

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