Diisopropyl Ether → HCID 19772285, compound

HRID 1614672Notes

Reaction equation

HRID 1614672 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4](/[CH:8]=[CH:9]/[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][O:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=3)[N:11]=2)[CH:5]=[CH:6][CH:7]=1.N[C@H:31]([C:38](OC)=[O:39])[CH2:32]CC(OC)=O.[C:42]([O-:45])(=[O:44])C.[Na+].C(O[CH:51]([CH3:53])[CH3:52])(C)C>CCCCCC.C(COC)OC>[C:42]([C:51]([CH3:52])([CH3:53])[CH2:32][CH2:31][C:38]([NH:1][C:2]1[CH:3]=[C:4](/[CH:8]=[CH:9]/[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][O:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=3)[N:11]=2)[CH:5]=[CH:6][CH:7]=1)=[O:39])([OH:45])=[O:44]

Participants

7

Reactant 4

HCID 7914Diisopropyl EtherHCID 93032Dimethyl glutamateHCID 517045Sodium AcetateHCID 19772229HCID 19772229, compound

Product 1

HCID 19772285HCID 19772285, compound

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 80711,2-DimethoxyethaneSolvent

Procedure

By the use of 0.43 g of 2-[(E)-2-(3-aminophenyl)ethenyl]-6-[4-(4-methoxyphenyl)butoxy]methylpyridine, 0.24 g of anhydrous dimethyl glutamate, 0.31 g of sodium acetate and 10 ml of dimethoxyethane, the reaction was similarly carried out as Example 1(3). To the obtained residue were added isopropyl ether and n-hexane and then the residue was collected by filtration. Further, the residue was dissolved in chloroform, and filtered off and then the solvent was distilled off. To the residue were added isopropyl ether and n-hexane and the mixture was filtered off to give 0.3 g of 2-[(E)-2-(3-(4-carboxy-4-methylvalerylamino)phenyl)ethenyl]-6-[4-(4-methoxyphenyl)butoxy]methylpyridine, melting at 141°-142° C. as white crystals.

Workup

  1. filtrationthe residue was collected by filtration
  2. dissolutionFurther, the residue was dissolved in chloroform
  3. filtrationfiltered off
  4. distillationthe solvent was distilled off
  5. additionTo the residue were added isopropyl ether and n-hexane
  6. filtrationthe mixture was filtered off

Sources & evidence

ORD record
ord-9c05db02a9a54cc4a24aa5a5920293c5
Source dataset
uspto-grants-1993_03
Patent number
US05198452

Reaction notes

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