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Formoterol Impurity synthesis
- Product Name:Formoterol Impurity
- CAS Number:188690-83-7
- Molecular formula:C33H36N2O4
- Molecular Weight:524.65
![Formic acid](/CAS/GIF/64-18-6.gif)
64-18-6
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$22.12/250ML
![Benzenemethanol, 3-amino-α-[[[(1R)-2-(4-methoxyphenyl)-1-methylethyl](phenylmethyl)amino]methyl]-4-(phenylmethoxy)-, (αR)-](/CAS/20211123/GIF/289657-26-7.gif)
289657-26-7
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![Formoterol Impurity](/CAS/20200611/GIF/188690-83-7.gif)
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
![Formic acid](/CAS/GIF/64-18-6.gif)
64-18-6
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$22.12/250ML
![(αR)-3-Amino-4-hydroxy-α-[[[(1R)-2-(4-methoxyphenyl)-1-methylethyl]amino]methyl]benzenemethanol](/CAS/20210111/GIF/245759-62-0.gif)
245759-62-0
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![Formoterol Impurity](/CAS/20200611/GIF/188690-83-7.gif)
188690-83-7
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![2-Bromo-4'-Benzyloxy-3'-nitroacetophenone](/CAS/GIF/43229-01-2.gif)
43229-01-2
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$19.00/1g
![Formoterol Impurity](/CAS/20200611/GIF/188690-83-7.gif)
188690-83-7
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![(R)-1-(4-Benzyloxy-3-nitrophenyl)-2-bromoethanol](/CAS/GIF/188690-82-6.gif)
188690-82-6
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![Formoterol Impurity](/CAS/20200611/GIF/188690-83-7.gif)
188690-83-7
20 suppliers
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