Acetamidine monohydrochloride → HCID 69054342, compound

HRID 1727206Notes

Reaction equation

HRID 1727206 reaction equation
[Na].Cl.[C:3]([NH2:6])(=[NH:5])[CH3:4].Cl.O=[C:9]1[CH:14]([C:15](OCC)=[O:16])[CH2:13][CH2:12][N:11]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:10]1>C(O)C>[CH3:4][C:3]1[N:6]=[C:13]2[CH2:12][N:11]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:10][CH2:9][CH:14]2[C:15](=[O:16])[N:5]=1

Participants

5

Reactant 3

HCID 67170Acetamidine monohydrochlorideHCID 2723880Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochlorideHCID 5360545Sodium

Product 1

HCID 69054342HCID 69054342, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium metal (4.4 g, 0.19 mol) was dissolved in ethanol (300 ml) and acetamidine hydrochloride (9.3 g, 0.1 mol) was added. After 30 min, commercially available ethyl 3-oxo-1-(phenylmethyl)-piperidine-4-carboxylate hydrochloride (25 g, 0.084 mol) was added and the reaction mixture was refluxed for 18 h. The reaction mixture was filtered and the concentrated in vacuo to give the title compound (20 g).

Workup

  1. temperaturethe reaction mixture was refluxed for 18 h
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe concentrated in vacuo

Sources & evidence

ORD record
ord-2ea8aea4e9274d678885d9806ebbf30e
Source dataset
uspto-grants-2009_02
Patent number
US07494992B2

Reaction notes

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