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ChemicalBook CAS DataBase List Tadalafil
171596-29-5

Tadalafil synthesis

6synthesis methods
D-(-)-Tryptophan methyl ester (175) and 1,3- benzodioxole-5-carboxaldehyde (176) were subjected to a modified Pictet-Spengler reaction to form cis- and transtetrahydro- β-carboline tricyclic compounds. The ciscompound 177 was isolated as a white solid in 42% yield. The basic nitrogen in the piperidine ring of 177 was acylated with chloroacetyl chloride (179) to give compound 180 in 93% yield. Finally, the diketonepiperazine ring was formed by adding 180 to 33% methylamine in ethanol under refluxing conditions and yielded tadalafil (XXII) in 77% as a white solid.

171489-59-1 Synthesis
Chloropretadalafil

171489-59-1
303 suppliers
$7.00/1g

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Yield:171596-29-5 95.3%

Reaction Conditions:

in methanol; for 3 h;Reflux;Large scale;

Steps:

20-21 Synthesis of Tadalafil

Add Intermediate 3 (20kg, 47mol), 30% methylamine methanol solution (25kg, 235mol), 140L of methanol was added to the reactor, Heat and stir to reflux, keep the reaction for 3h, After the reaction was detected by HPLC, it was cooled down to room temperature, centrifuged and washed with a small amount of methanol. The product was dried to obtain 17.3 kg of a white solid with a yield of 95.3% and a purity of 99.3%.

References:

CN110437228,2019,A Location in patent:Paragraph 0083-0088

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