Loratadine synthesis
- Product Name:Loratadine
- CAS Number:79794-75-5
- Molecular formula:C22H23ClN2O2
- Molecular Weight:382.88
541-41-3
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79794-75-5
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Yield:79794-75-5 90%
Reaction Conditions:
with N-ethyl-N,N-diisopropylamine in toluene at 60 - 75; for 1 - 2 h;
Steps:
7 EXAMPLE 7; Preparation of Loratadine
To a mixture of 8-CHLORO-6, 11-DIHYDRO-11-(N-METHYL-4-PIPERIDINYLIDENE)-5H- benzo (5, 6) cyclohepta (1,2-b) pyridine (olefin) of formula V (1. 0 KG, 0. 0031 mole) and diisopropylethylamine (0. 074 KG, 0.00057 mole) in TOLUENE (6 Lt) under nitrogen atmosphere, ETHYLCHLOROFORMATE (0. 775 kg, 0.0071 mole) is added slowly at 60 to 65°C and stirred for 1 to 2 hrs, at 70-75°C. Reaction mixture cooled to room temperature and water (5. 0 Lt) is added. The mixture is adjusted to 5. 0-5.5 pH with hydrochloric acid. The organic phase is washed with water and the solvent is removed. The residue is purified in isopropyl ether followed by CRYSTALLIZATION in acetonitrile to get 0. 9 kg loratadine (90%) with a purity of >99% (ODB, HPLC).
References:
WO2004/80997,2004,A1 Location in patent:Page 9
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![1-?Piperidinecarboxylic acid, 4-?(3-?bromo-?8-?chloro-?5,?6-?dihydro-?11H-?benzo[5,?6]?cyclohepta[1,?2-?b]?pyridin-?11-?ylidene)?-?, ethyl ester](/CAS/20210111/GIF/165740-12-5.gif)
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![3-[2-(3-Chlorophenyl)ethyl]-2-pyridinecarbonitrile](/CAS/GIF/31255-57-9.gif)
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