HCID 86754259, compound → HCID 86754258, compound

HRID 582597Notes

Reaction equation

HRID 582597 reaction equation
Cl.[NH2:2][C:3]1[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:6]([C:23](=[O:52])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][N:34]2[CH2:39][CH2:38][C:37]([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=3)([C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[CH2:36][CH2:35]2)=[C:5]([CH3:53])[N:4]=1>C(OCC)(OCC)(OCC)C>[CH2:9]([O:11][C:12](=[N:2][C:3]1[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:6]([C:23](=[O:52])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][N:34]2[CH2:35][CH2:36][C:37]([C:46]3[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=3)([C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[CH2:38][CH2:39]2)=[C:5]([CH3:53])[N:4]=1)[CH3:13])[CH3:8]

Participants

3

Reactant 1

HCID 86754259HCID 86754259, compound

Product 1

HCID 86754258HCID 86754258, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 66221Triethyl orthoacetateSolvent

Procedure

5.7 g of ethyl 2-amino-6-methyl-4-(3-nitrophenyl)-5-[1-oxo-11-(4,4-diphenyl-1-piperidinyl)undecyl]pyridine-3-carboxylate hydrochloride and 150 ml of triethyl orthoacetate are heated at 125° C. for 72 h with passage of nitrogen. The solution is concentrated in vacuo, and the residue is dried and then chromatographed through a silica gel column using petroleum ether/ethyl acetate/triethylamine 7:3:0.5 as eluent. The pure fractions are combined and concentrated, and the residue is dried in a high vacuum. 3 g of the title compound are obtained as a pale yellow oil.

Workup

  1. concentrationThe solution is concentrated in vacuo
  2. customthe residue is dried
  3. customchromatographed through a silica gel column
  4. concentrationconcentrated
  5. customthe residue is dried in a high vacuum

Sources & evidence

ORD record
ord-5957a712c9df4110aa2ecc1ba8b7b050
Source dataset
uspto-grants-1999_07
Patent number
US05925642

Reaction notes

Loading…