ChemicalBook CAS DataBase List Formoterol Impurity

Formoterol Impurity synthesis

11synthesis methods

Product Name:Formoterol Impurity
CAS Number:188690-83-7
Molecular formula:C33H36N2O4
Molecular Weight:524.65

64-18-6 Synthesis

64-18-6
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Benzenemethanol, 3-amino-α-[[[(1R)-2-(4-methoxyphenyl)-1-methylethyl](phenylmethyl)amino]methyl]-4-(phenylmethoxy)-, (αR)-

289657-26-7
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188690-83-7
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Yield:188690-83-7 94.66%

Reaction Conditions:

Stage #1: formic acid;(R,R)-3-amino-α-[[[2-(4-methoxyphenyl)-1-methylethyl](phenyl methyl)amino]methyl]-4-(phenylmethoxy)-benzenemethanolwith acetic anhydride in tetrahydrofuran;toluene at 15 - 30;
Stage #2: with ammonia in water;toluene;

Steps:

6

3-amino-4-benzyloxy-α-[N-benzyl-N-(1-methyl-2-p-methoxyphenylethyl)aminomethyl] benzyl alcohol (100 gms, 0.2M), toluene 0.2 lit and 0.2 lit THF, were charged in a reactor. The reaction mass was cooled to 15°C and 35ml of 3:2 formic acid-acetic anhydride was introduced maintaining temperature below 20⁰C. The reaction mass was further stirred at 20-30⁰C for 1 hour and concentrated under reduced pressure. The residue obtained was dissolved in toluene (0.65 lit) and basified with liquor ammonia. The organic layer was separated, washed with water and concentrated under reduced pressure below 35°C to yield the title compound. (100 gms, 94.66%).

References:

WO2009/147383,2009,A1 Location in patent:Page/Page column 35

64-18-6 Synthesis

64-18-6
1086 suppliers
$22.12/250ML