N-Methylethylamine → HCID 86751867, compound

HRID 376427Notes

Reaction equation

HRID 376427 reaction equation
[C:1]([O:20][CH2:21][CH:22]([CH2:30][O:31][C:32](=[O:50])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]/[CH:40]=[CH:41]\[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49])[O:23][C:24](=[O:29])[NH:25][CH2:26][CH2:27]Br)(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[CH2:51]([NH:53][CH3:54])[CH3:52]>C(Cl)(Cl)Cl>[CH2:51]([N:53]([CH2:27][CH2:26][NH:25][C:24]([O:23][CH:22]([CH2:30][O:31][C:32](=[O:50])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]/[CH:40]=[CH:41]\[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49])[CH2:21][O:20][C:1](=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:29])[CH3:54])[CH3:52]

Participants

4

Reactant 2

HCID 12219N-MethylethylamineHCID 86751866HCID 86751866, compound

Product 1

HCID 86751867HCID 86751867, compoundYield 81.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

In 3 ml of chloroform was dissolved 131 mg (0.170 mmol) of 1,3-O-dioleoyl-2-O-(2-bromoethyl) carbamoylglycerol followed by addition of 470 mg (7.951 mmol) of N-ethylmethylamine and the reaction was conducted in a sealed tube at 80° C. overnight. This reaction mixture was then washed with 5% sodium dihydrogen phosphate-H2O, dried and concentrated. The residue was subjected to column chromatography silica gel/methylene chloride-methanol) to provide 104 mg (81.5%) of the title compound of the invention.

Workup

  1. washThis reaction mixture was then washed with 5% sodium dihydrogen phosphate-H2O
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-a158b9af6b0d43a1bae219a6ed06c697
Source dataset
uspto-grants-2000_02
Patent number
US06020317

Reaction notes

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