Patent ID: 8426589

Claim:
A process for preparing a compound represented by the formula (III): wherein R 2 is a hydrogen atom, halogen, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy or a group represented by the formula: —Y—R y wherein —Y— is —O—, —S—, —SO 2 —, or alkylene which may be intervened with —O—, —S— or —N(R z )—; and R y is substituted or unsubstituted aryl or substituted or unsubstituted heteroaryl; R z is a hydrogen atom, substituted or unsubstituted alkyl, substituted or unsubstituted acyl, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl or substituted or unsubstituted aralkyloxycarbonyl; R 3 and R 4 are each independently a hydrogen atom, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, halogen, hydroxy, mercapto, cyano or substituted or unsubstituted amino; a salt, or a solvate thereof; comprising: Reaction A, in which a compound represented by the formula (I): wherein R 1 is a group represented by the formula: —O—R x or —S—R x wherein R x is substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted aryl or a group represented by the formula (II): wherein L 1 is substituted or unsubstituted C2-C3 alkylene; R 2 , R 3 and R 4 are as defined above, is reacted with 1.0 to 1.5 equivalent of a compound represented by the formula: (R b O—)N(—R a )H wherein R a and R b are each independently substituted or unsubstituted C1-C3 alkyl; or a salt thereof, and 3 to 4 equivalent of one or more metallic reagent(s) selected from the group consisting of Grignard reagent, sodium hydride, alkyllithium, alkenyllithium, alkynyllithium, phenyllithium, and lithium amide; and reaction B, in which a product of reaction A is reacted with 1-propynyl metal acetylide; are carried out substantially as one step by continuously conducting these two reactions.