ChemicalBook CAS DataBase List Hydroxychloroquine

Hydroxychloroquine synthesis

8synthesis methods

Product Name:Hydroxychloroquine
CAS Number:118-42-3
Molecular formula:C18H26ClN3O
Molecular Weight:335.88

Hydroxychloroquine, 7-chloro-4-[4-[ethyl(2-hydroxyethyl)amino]- 1-methylbutylamino]quinoline (37.1.1.19), is made by a scheme similar to that of making chloroquine. Reacting 1-chloro-4-pentanone with 2-ethylaminoethanol gives the corresponding aminoketone (37.1.1.17), which undergoes reductive amination in conditions analogous to those described above, making 4-[ethyl(2-hydroxyethyl)amino]-1-methylbutylamine (37.1.1.18). Reacting this with 4,7-dichlroquinoline (37.1.1.1) makes the desired hydroxychloroquine.

86-98-6 Synthesis

86-98-6
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69559-11-1 Synthesis

69559-11-1
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$80.00/1g

118-42-3
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Yield:118-42-3 94%

Reaction Conditions:

with KF/Al₂O₃ in toluene at 110 - 120; for 12 h;Large scale;Reagent/catalyst;Solvent;Temperature;

Steps:

4-6 Example 4: Preparation of hydroxychloroquine free base
1 kg of 4,7-dichloroquinoline, 1 kg of hydroxychloroquine side chain, 1.8 kg of potassium fluoride supported by alumina, dissolved in 5 kg of toluene, heatedTo 110-120 ° C, the reaction was carried out for 12 h, the reaction was complete by TLC, cooled, evaporated toluene, 5 kg of ethyl acetate was added, and heated to reflux.The mixture was filtered while hot, and the filtrate was stirred and cooled for 3 hours, filtered with suction. The filter cake was washed twice with ethyl acetate and dried to give hydroxychloroquine free base.1.6 kg, yield 94%, purity 99.7%,

References:

Nanjing Tianji Coalition Pharmaceutical Technology Co., Ltd.;Qiang Hao;Xu Qiang;Yin Yong CN109456266, 2019, A Location in patent:Paragraph 0003

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613-18-3 Synthesis