Ethylamine hydrochloride → HCID 18760260, compound

HRID 432803Notes

Reaction equation

HRID 432803 reaction equation
[C:1]([N:9]1[CH2:14][CH2:13][CH2:12][CH:11]([C:15]([O:17]CC)=O)[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:20]([N:28]1CCCC(C(Cl)=O)C1)(=O)[C:21]1C=CC=CC=1.C(N(C(C)C)CC)(C)C.Cl.C(N)C>>[CH2:20]([NH:28][C:15]([CH:11]1[CH2:12][CH2:13][CH2:14][N:9]([C:1](=[O:8])[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:10]1)=[O:17])[CH3:21]

Participants

5

Reactant 4

HCID 11198Ethylamine hydrochlorideHCID 81531DiisopropylethylamineHCID 3784394Ethyl 1-benzoyl-3-piperidinecarboxylateHCID 15718173N-benzoylnipecotoyl chloride

Product 1

HCID 18760260HCID 18760260, compound

Procedure

The reaction was run in the same manner as ethyl 1-benzoyl-3-piperidinecarboxylate, starting with 1-benzoyl-3-piperidinecarbonyl chloride (216.2 mg; 0.86 mmol), diisopropylethylamine (350 μl; 2.0 mmol) and commercially available ethylamine hydrochloride (74.6 mg; 0.86 mmol). The crude product was purified by chromatography on silica, eluting with 100% ethyl acetate, giving N-ethyl 1-benzoyl-3-piperidinecarboxamide (144.3 mg) as a white, sticky, semi-solid. MS m/z (positive ion) 362 (25), 261 (MH+; 100).

Workup

  1. customThe crude product was purified by chromatography on silica
  2. washeluting with 100% ethyl acetate

Sources & evidence

ORD record
ord-d7e2b8af2507466291bab5fc337c04cc
Source dataset
uspto-grants-2003_12
Patent number
US06664271B1

Reaction notes

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