Triethylamine → HCID 13769181, compound

HRID 2232558Notes

Reaction equation

HRID 2232558 reaction equation
[C:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[C:9]([OH:17])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.Cl[C:26]([N:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1)=[O:27]>CN(C)C=O>[N:28]1([C:26]([O:17][C:9]2[CH:8]=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=2)=[O:27])[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2420851-Piperidinecarbonyl chlorideHCID 178515531HCID 178515531, compound

Product 1

HCID 13769181HCID 13769181, compoundYield 13.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The procedure is as in Example 33, but starting with 4-phenyl-2-quinolinol (2.47 g), triethylamine (2.33 cc) and 1-(chlorocarbonyl)piperidine (2.47 g) in dimethylformamide (30 cc). The residue obtained is purified by chromatography on silica gel using a cyclohexane/ethyl acetate (80:20 by volume) eluant. 4-Phenyl-2-quinolyl 1-piperidinecarboxylate (0.51 g), m.p. 85° C., is thereby isolated.

Workup

  1. customThe residue obtained
  2. customis purified by chromatography on silica gel using a cyclohexane/ethyl acetate (80:20 by volume) eluant

Sources & evidence

ORD record
ord-09c6e8060b2f4a38aafb23b079d76028
Source dataset
uspto-grants-1988_11
Patent number
US04788204

Reaction notes

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