CAS 320589-77-3

piperidin-4-one hydrochloride hydrate

Codes: FENT-001, PRUC-022

Application context (from source-drug indications)

PainBupivacaine Hydrochloride/Fentanyl CitrateConstipationPrucalopride SuccinatePostoperative complicationPrucalopride SuccinateEnteral feeding intolerancePrucalopride SuccinateOpioid-induced constipationPrucalopride SuccinatePainPrucalopride SuccinateIntestinal pseudo-obstructionPrucalopride SuccinatePainFentanylDisease of prematurityFentanylPostoperative painFentanylCancer painFentanylSolid tumourFentanylSurgical painFentanyl

Source drugs (routes using this intermediate)

Drug	Tier	Expiry
Bupivacaine Hydrochloride/Fentanyl Citrate	Tier C — Watch / trade	-
Prucalopride Succinate	Tier C — Watch / trade	-
Fentanyl	Tier C — Watch / trade	-

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.

Bupivacaine Hydrochloride/Fentanyl CitrateOptimised routesteps: 3total yield: 1.53 g (Fentanyl)

piperidin-4-one hydrochloride hydrate→(2-bromoethyl)benzene→1-phenethylpiperidin-4-one→aniline→1-phenethyl-N-phenylpiperidin-4-amine→(8R,9S,10R,13S,14S,17R)-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl pentanoate

Prucalopride SuccinateOptimised routesteps: 11total yield: 1.12 g

4-amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid→1-(3-methoxypropyl)piperidin-4-amine→4-amino-2-hydroxybenzoic acid→methyl 4-amino-2-hydroxybenzoate→methyl 4-acetamido-2-hydroxybenzoate→methyl 4-acetamido-5-chloro-2-hydroxybenzoate→methyl 4-acetamido-3-bromo-5-chloro-2-hydroxybenzoate→methyl 4-acetamido-3-bromo-2-(2-bromoethoxy)-5-chlorobenzoate→methyl 4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylate→4-amino-5-chloro-N-(1-(3-methoxypropyl)piperidin-4-yl)-2,3-dihydrobenzofuran-7-carboxamide→succinic acid→piperidin-4-one hydrochloride hydrate→1-bromo-3-methoxypropane→1-(3-methoxypropyl)piperidin-4-one

FentanylOptimised routesteps: 3total yield: 1.53 g (Fentanyl)

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