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CAS 330785-81-4
ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylate
Codes: AVAN-006
Application context (from source-drug indications)
Erectile dysfunctionAvanafil
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Avanafil | Tier C — Watch / trade | 2028 |
Position in synthesis routes (up/downstream chain)
Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.
diethyl 2-(ethoxymethylene)malonate→methyl carbamimidothioate→ethyl 4-hydroxy-2-(methylthio)pyrimidine-5-carboxylate→ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate→(3-chloro-4-methoxyphenyl)methanamine hydrochloride→ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylate→ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylsulfinyl)pyrimidine-5-carboxylate→(S)-pyrrolidin-2-ylmethanol→ethyl (S)-4-((3-chloro-4-methoxybenzyl)amino)-2-(2-(hydroxymethyl)pyrrolidin-1-yl)pyrimidine-5-carboxylate→(S)-4-((3-chloro-4-methoxybenzyl)amino)-2-(2-(hydroxymethyl)pyrrolidin-1-yl)pyrimidine-5-carboxylic acid→pyrimidin-2-ylmethanamine hydrochloride
ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate→ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylate→(S)-pyrrolidin-2-ylmethanol→(3-chloro-4-methoxyphenyl)methanamine→4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylic acid→pyrimidin-2-ylmethanamine→4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide→4-((3-chloro-4-methoxybenzyl)amino)-2-(methylsulfinyl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide
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