Patent ID: 7514466

Claim:
A method for purifying a compound of formula I: wherein: A and B are joined to form a ring comprising (i), (ii), or (iii): (i) a carbon-based 3 to 8 membered saturated spirocyclic ring; (ii) a carbon-based 3 to 8 membered spirocyclic ring containing in its backbone one or more carbon-carbon double bonds; or (iii) a 3 to 8 membered heterocyclic ring containing in its backbone one to three heteroatoms selected from the group consisting of O, S and N; the rings of (i), (ii) and (iii) being optionally substituted by from 1 to 4 groups selected from the group consisting of fluorine, C 1 to C 6 alkyl, C 1 to C 6 alkoxy, C 1 to C 6 thioalkyl, CF 3 , OH, CN, NH 2 , NH(C 1 to C 6 alkyl), and N(C 1 to C 6 alkyl) 2 ; T is absent; Q is O, S, or NR 3 ; R 1 is (iv), (v), or (vi): (iv) halogen; (v) a substituted benzene ring containing the substituents X, Y and Z as shown below: wherein: X is selected from the group consisting of H, halogen, CN, C 1 to C 3 alkyl, substituted C 1 to C 3 alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, C 1 to C 3 alkoxy, substituted C 1 to C 3 alkoxy, C 1 to C 3 thioalkoxy, substituted C 1 to C 3 thioalkoxy, amino, C 1 to C 3 aminoalkyl, substituted C 1 to C 3 aminoalkyl, NO 2 , C 1 to C 3 perfluoroalkyl, 5 or 6 membered heterocyclic ring containing in its backbone 1 to 3 heteroatoms, SO 2 NH 2 , COR C , OCOR C , and NR D COR C ; R C is H, C 1 to C 3 alkyl, substituted C 1 to C 3 alkyl, aryl, substituted aryl, C 1 to C 3 alkoxy, substituted C 1 to C 3 alkoxy, C 1 to C 3 aminoalkyl, or substituted C 1 to C 3 aminoalkyl; R D is H, C 1 to C 3 alkyl, or substituted C 1 to C 3 alkyl; Y and Z are independently selected from the group consisting of H, halogen, CN, NO 2 , amino, aminoalkyl, C 1 to C 3 alkoxy, C 1 to C 3 alkyl, and C 1 to C 3 thioalkoxy; or (vi) a five or six membered ring having in its backbone 1, 2, or 3 heteroatoms selected from the group consisting of O, S, SO, SO 2 and NR 2 and containing one or two substituents independently selected from the group consisting of H, halogen, CN, NO 2 , amino, C 1 to C 3 alkyl, C 1 to C 3 alkoxy, C 1 to C 3 aminoalkyl, SO 2 NH 2 , COR E , and NR F COR E ; R E is H, C 1 to C 3 alkyl, substituted C 1 to C 3 alkyl, aryl, substituted aryl, C 1 to C 3 alkoxy, substituted C 1 to C 3 alkoxy, C 1 to C 3 aminoalkyl, or substituted C 1 to C 3 aminoalkyl; R F is H, C 1 to C 3 alkyl, or substituted C 1 to C 3 alkyl; R 2 is H, absent, O, or C 1 to C 4 alkyl; and R 3 is C 1 to C 6 alkyl, substituted C 1 to C 6 alkyl, aryl, substituted aryl, CN, C(O)R 4 , SO 2 R 4 , SCN, OR 4 , SR 4 , C(O)OR 4 , C(S)OR 4 , C(O)SR 4 , or C(S)SR 4 ; R 4 is C 1 to C 6 alkyl, substituted C 1 to C 6 alkyl, aryl, or substituted aryl; wherein said method comprises: (a) treating a sample of a compound of formula I which contains greater than about 1% by weight impurities with a base in the presence of a solvent to form a basic salt; and (b) converting said basic salt to a purified form of a compound of formula I by treating said basic salt with water, acid, or heat.