CAS 52980-28-6

ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate

Codes: IVAC-004

Application context (from source-drug indications)

Cystic fibrosisIvacaftorChronic bronchitisIvacaftorChronic obstructive pulmonary diseaseIvacaftorSinusitisIvacaftor

Source drugs (routes using this intermediate)

Drug	Tier	Expiry
Ivacaftor	Tier B — Position early	-

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.

IvacaftorOriginator routesteps: 8total yield: /

aniline→diethyl 2-(ethoxymethylene)malonate→diethyl 2-((phenylamino)methylene)malonate→ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate→4-oxo-1,4-dihydroquinoline-3-carboxylic acid→5-amino-2,4-di-tert-butylphenol→2,4-di-tert-butylphenol→2,4-di-tert-butylphenyl methyl carbonate→2,4-di-tert-butyl-5-nitrophenyl methyl carbonate→2,4-di-tert-butyl-5-nitrophenol

IvacaftorOptimised routesteps: 5total yield: 15.8 g

ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate→2,4-di-tert-butylphenol→2,4-di-tert-butyl-5-nitrophenol→1-(benzyloxy)-2,4-di-tert-butyl-5-nitrobenzene→5-(benzyloxy)-2,4-di-tert-butylaniline→N-(5-(benzyloxy)-2,4-di-tert-butylphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

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