CAS 767-00-0

4-hydroxybenzonitrile

Codes: PIMAV-011, AFAT-027

Application context (from source-drug indications)

DelusionPimavanserin TartrateHallucinationPimavanserin TartrateNon-small cell lung cancerAfatinib DimaleateHead and neck squamous cell carcinomaAfatinib DimaleateHead and neck cancerAfatinib DimaleateChordomaAfatinib DimaleateSquamous cell carcinomaAfatinib DimaleateGallbladder cancerAfatinib Dimaleate

Source drugs (routes using this intermediate)

Drug	Tier	Expiry
Pimavanserin Tartrate	Tier C — Watch / trade	2029
Afatinib Dimaleate	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.

Pimavanserin TartrateOptimised routesteps: 4total yield: /

1-bromo-2-methylpropane→(4-isobutoxyphenyl)methanamine→1-isobutoxy-4-(isocyanatomethyl)benzene→4-hydroxybenzonitrile→tert-butyl 4-((4-fluorobenzyl)amino)piperidine-1-carboxylate→tert-butyl 4-aminopiperidine-1-carboxylate→4-fluorobenzaldehyde

Afatinib DimaleateOptimised routesteps: 8total yield: 12.4 g

3-chloro-4-fluoroaniline→(S)-tetrahydrofuran-3-ol→(E)-4-(dimethylamino)but-2-enoyl chloride→4-hydroxybenzonitrile→4-hydroxy-3-nitrobenzonitrile→(S)-3-nitro-4-((tetrahydrofuran-3-yl)oxy)benzonitrile→(S)-3-amino-4-((tetrahydrofuran-3-yl)oxy)benzonitrile→(S,E)-N-(5-cyano-2-((tetrahydrofuran-3-yl)oxy)phenyl)-4-(dimethylamino)but-2-enamide→(S,E)-N-(5-cyano-4-nitro-2-((tetrahydrofuran-3-yl)oxy)phenyl)-4-(dimethylamino)but-2-enamide→(S,E)-N-(4-amino-5-cyano-2-((tetrahydrofuran-3-yl)oxy)phenyl)-4-(dimethylamino)but-2-enamide→(E)-N-(5-cyano-4-((E)-((dimethylamino)methylene)amino)-2-(((S)-tetrahydrofuran-3-yl)oxy)phenyl)-4-(dimethylamino)but-2-enamide

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