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Piperidine-1-carboxamidine → HCID 178447459, compound

HRID 1399762
Notes
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Reaction equation

HRID 1399762 reaction equation
[N:1]1([C:7](=[NH:9])[NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:10]([C:25](OCC)=[O:26])([C:20](OCC)=[O:21])[CH:11]([C:15]([O:17]CC)=[O:16])[CH2:12][CH2:13][CH3:14].C[O-].[Na+]>CO>[OH:21][C:20]1[C:10]([CH:11]([CH2:12][CH2:13][CH3:14])[C:15]([OH:17])=[O:16])=[C:25]([OH:26])[N:8]=[C:7]([N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[N:9]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 205051Piperidine-1-carboxamidineHCID 10942334Sodium MethoxideHCID 12679371Triethyl pentane-1,1,2-tricarboxylate

Product 1

HCID 178447459HCID 178447459, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of piperidine-1-carboximidamide (dimer complexated with H2SO4) (1.32 g; 10.4 mmol) and triethyl pentane-1,1,2-tricarboxylate (3 g; 10.4 mmol) in methanol (15 mL) was slowly added a solution of sodium methoxide in methanol (25% w:w) (4.76 mL; 20.81 mmol) and the reaction was heated to reflux for 18 h. The volatiles were removed under reduced pressure and the crude residue was used as such in the next reaction.

Workup

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 18 h
  3. customThe volatiles were removed under reduced pressure
  4. customsuch in the next reaction

Sources & evidence

ORD record
ord-d2d9743fab92481b8fb9d3b09950e8be
Source dataset
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08906906B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes