Pyrrolidine → HCID 11321156, compound

HRID 2089521Notes

Reaction equation

HRID 2089521 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]([O:8]C)=O)[N:3]=[CH:2]1.[NH:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1>>[N:1]1[CH:5]=[C:4]([C:6]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[O:8])[NH:3][CH:2]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 178418785HCID 178418785, compound

Product 1

HCID 11321156HCID 11321156, compound

Procedure

A solution of methyl 4-imidazolecarboxylate (CAS#17325-26-7, 460 mg, 3.6 mmol), and pyrrolidine (7 mL) is heated by microwave irradiation at 110° C. for 3.5 hours in a sealed vessel. The reaction is then concentrated to dryness. The resulting residue is purified by silica gel flash chromatography (methanol-dichloromethane, 0:1 to 1:10) to furnish (3H-imidazol-4-yl)-pyrrolidin-1-yl-methanone; MS: (ESI) m/z 166.2 (M+H)+.

Workup

  1. concentrationThe reaction is then concentrated to dryness
  2. customThe resulting residue is purified by silica gel flash chromatography (methanol-dichloromethane, 0:1 to 1:10)

Sources & evidence

ORD record
ord-547eb084d29b429bbdf5491718394094
Source dataset
uspto-grants-2013_05
Patent number
US08436035B2

Reaction notes

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