Pyridine → HCID 67882231, compound

HRID 569132Notes

Reaction equation

HRID 569132 reaction equation
[Br:1][CH2:2][CH2:3][O:4][C:5]([O:7][CH2:8][C@@H:9]([CH2:15][O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[O:10][C:11](=[O:14])[NH:12][CH3:13])=[O:6].[N:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>>[Br-:1].[CH3:13][NH:12][C:11]([O:10][C@H:9]([CH2:15][O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH2:8][O:7][C:5]([O:4][CH2:3][CH2:2][N+:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:6])=[O:14]

Participants

3

Reactant 2

HCID 1049PyridineHCID 18612285HCID 18612285, compound

Product 1

HCID 67882231HCID 67882231, compound

Procedure

A solution of 0.15 g of (R)-1-O-[(2-bromoethoxy)carbonyl]-2-O-(methylcarbamoyl)-3-O-octadecylglycerine in 5 ml of pyridine is heated at 60° C. for 20 hours. The solution is evaporated and the residue is treated with toluene by azeotropic distillation. The residue is recrystallized from acetone. There is obtained 1-[2-[[[(R)-2-[(methylcarbamoyl)oxy]-3-(octadecyloxy)propoxy]carbonyl]oxy]ethyl]pyridinium bromide of melting point 94° C. (dec.).

Workup

  1. customThe solution is evaporated
  2. additionthe residue is treated with toluene by azeotropic distillation
  3. customThe residue is recrystallized from acetone

Sources & evidence

ORD record
ord-8870b47ca4df4190a15301c61886a689
Source dataset
uspto-grants-1988_03
Patent number
US04731373

Reaction notes

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