Patent ID: 6492515
Filing Date: 2002-12-10
Classification: C07D

Abstract:
A process of making a compound of formula IIIb: or stereoisomer or salt form thereof, comprising:(a) contacting a compound of formula IIIa: â€ƒwith R1a-TMS and an anion, wherein: the anion is a fluoride or oxyanion and is selected from tetrabutylammonium fluoride, sodium fluoride, potassium fluoride, lithium fluoride, cesium fluoride, potassium tert-butoxide, sodium methoxide, sodium ethoxide and sodium trimethylsilanolate; Pg is an amine protecting group; W is N or CR3; X is N or CR4; Y is N or CR5; Z is N or CR6; provided that if two of W, X, Y, and Z are N, then the remaining are other than N; R1a is selected from CF3, CF3CF2, and CF3CF2CF2; R3 is selected from H, F, Cl, Br, I, C1-3 alkoxy, and C1-3 alkyl; R4 is selected from H, F, Cl, Br, I, C1-3 alkyl substituted with 0-3 R11, C2-3 alkenyl, C2-3 alkynyl, C1-3 alkoxy, OCF3, â€”CN, NO2, CHO, C(O)CH3, C(O)CF3, C(O)NH2, C(O)NHCH3, NR7R7a, NR7C(O)OR7a, C(O)OR7, S(O)pR7, SO2NHR7, NR7SO2R7b, phenyl substituted with 0-2 R10, and 5-6 membered aromatic heterocycle system containing from 1-4 heteroatoms selected from the group consisting of N, O, and S substituted with 0-2 R10; alternatively, R3 and R4 together form â€”OCH2Oâ€”; R5 is selected from H, F, Cl, Br, and I; alternatively, R4 and R5 together form â€”OCH2Oâ€” or a fused benzo ring; R6 is selected from H, OH, C1-3 alkoxy, â€”CN, F, Cl, Br, I, NO2, CF3, CHO, C1-3 alkyl, and C(O)NH2; R7 is selected from H and C1-3 alkyl; R7a is selected from H and C1-3 alkyl; R7b is C1-3 alkyl; R10 is selected from OH, C1-3 alkyl, C1-3 alkoxy, F, Cl, Br, I, CN, NR7R7a, and C(O)CH3; R11 is selected from OR7, CN, F, Cl, Br, I, NO2, NR7R7a, CHO, C(O)CH3, C(O)NH2; p is selected from 0, 1, and 2.