Isolation and characterisation of impurities in adapalene.
Three impurities of structure 2-4 were isolated and characterised during the optimisation of a synthetic procedure to adapalene. Impurity 1 was a by-product of the Friedel-Crafts reaction of adamantanol with 4-bromoanisole. Impurities 3 and 4 were due to side reactions of the final Negishi coupling.
Brenna
Elisabetta
E
Dipartimento di Chimica, Materiali ed Ingegneria Chimica del Politecnico, Istituto CNR per la Chimica del Riconoscimento Molecolare, Via Mancinelli 7, I-20131 Milano, Italy. elisabetta.brenna@polimi.it
Frigoli
Samuele
S
Fronza
Giovanni
G
Fuganti
Claudio
C
Sala
Federico
F
D000068816:Adapalene; D003460:Crystallization; D003879:Dermatologic Agents / Q000737:chemistry*; D004340:Drug Contamination; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D009281:Naphthalenes / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization
D003879:Dermatologic Agents; D007202:Indicators and Reagents; D009281:Naphthalenes; D000068816:Adapalene