4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide synthesis
- Product Name:4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide
- CAS Number:52061-51-5
- Molecular formula:C19H18N2O3
- Molecular Weight:322.36
79-37-8
471 suppliers
$17.67/10gm:
20289-26-3
318 suppliers
$9.00/1g
124-40-3
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$18.00/100ml
52061-51-5
19 suppliers
$125.00/50mg
Yield:52061-51-5 52%
Reaction Conditions:
Stage #1: oxalyl dichloride;4-benzyloxy-1H-indole in diethyl ether; for 3 h;Cooling with ice;Inert atmosphere;
Stage #2: dimethyl amine in diethyl ether;water at 20;Cooling with ice;Inert atmosphere;Solvent;
Steps:
1; 19.1 Step 1: 2-(4-(benzyloxy)-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide
To a solution of 4-(benzyloxy)-1H-indole (5.0 g, 22.4 mmol) in ether (100 ml_) under ice- salt water bath cooling was added dropwise a solution of oxalyl chloride (5.80 g, 45.7 mmol) in ether (45 ml_) under nitrogen atmosphere. The resulting brown suspension was stirred for 3 h, then added dropwise into 40% aq. dimethylamine (50 ml_) under ice-salt water bath cooling. The resulting suspension was stirred overnight at room temperature. The suspension was filtered, and the filter cake was rinsed with water. The filter cake was dried under reduced pressure, and then slurried in hexane (50 ml_). After stirrring at room temperature for 1 h, the slurry was filtered to afford the title product as an orange solid (3.81 g, 52%).
References:
WO2021/179091,2021,A1 Location in patent:Paragraph 0092-0093; 00234-00236
20289-26-3
318 suppliers
$9.00/1g
52061-51-5
19 suppliers
$125.00/50mg
79-37-8
471 suppliers
$17.67/10gm:
60-29-7
7 suppliers
$31.19/50g
20289-26-3
318 suppliers
$9.00/1g
52061-51-5
19 suppliers
$125.00/50mg