Reference

Preparation of bicyclic pyrimidin-4-(3H)-ones, their analogues and derivatives which modulate the function of the vanilloid-1 receptor (VR1)

Preparation of bicyclic pyrimidin-4-(3H)-ones, their analogues and derivatives which modulate the function of the vanilloid-1 receptor (VR1). Hollingworth, Gregory John; Jones, A. Brian; Sparey, Timothy Jason; Bayliss, Tracy; Jarvis, Rebecca Elizabeth (Merck Sharp & Dohme Limited, UK). PCT Int. Appl. WO 2005049613 A1 2 Jun 2005, 105 pp. DESIGNATED STATES: W: AE, AG, AL, AM, AT, AU, AZ, BA, BB, BG, BR, BW, BY, BZ, CA, CH, CN, CO, CR, CU, CZ, DE, DK, DM, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, HR, HU, ID, IL, IN, IS, JP, KE, KG, KP, KR, KZ, LC, LK, LR, LS, LT, LU, LV, MA, MD, MG, MK, MN, MW, MX, MZ, NA, NI, NO, NZ, OM, PG, PH, PL, PT, RO, RU, SC, SD, SE, SG, SK, SL, SY, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, YU, ZA, ZM, ZW; RW: AT, BE, BF, BJ, CF, CG, CH, CI, CM, CY, DE, DK, ES, FI, FR, GA, GB, GR, IE, IS, IT, LU, MC, ML, MR, NE, NL, PT, SE, SN, TD, TG, TR. (English). (World Intellectual Property Organization). CODEN: PIXXD2. CLASS: ICM: C07D471-04. ICS: C07D495-04; C07D513-04; C07D473-22; C07D473-18; A61K031-522; A61P025-04. APPLICATION: WO 2004-GB4816 12 Nov 2004. PRIORITY: GB 2003-26634 14 Nov 2003; GB 2004-8348 14 Apr 2004. DOCUMENT TYPE: Patent CA Section: 26 (Biomolecules and Their Synthetic Analogs) Section cross-reference(s): 63 The title compds. I [A = CH:CHCH:CH, fused 5-membered heteroarom. ring, fused 6-membered heteroarom. ring; A is substituted with halide, OH, S(O)rC1-C4alkyl, S(O)rNR5R6, CHO, C1-C4alkylcarbonyl, (amino)(halo)(hydroxy)C1-C6alkyl, (halo)(hydroxy)C1-C6alkoxy, C3-C7cycloalkoxy, C3-C7cycloalkyl, C2-C6alkenyl, C2-C6alkynyl, NH2, cyano, NO2, C1-C6alkylamino, di(C1-C6alkyl)amino, aminoC1-C6alkyl, aminoC1-C6alkoxy, C1-C6alkylaminoC1-C6alkyl, di(C1-C6alkyl)aminoC1-C6alkyl, Ph, naphthyl, 5-membered heteroarom. ring; X = O, S, NR1, R1 = H, C1-C6alkyl; Y = (CR2R3)n(CO)p(NR4)qW, R2, R3 = H, OH, halide, C1-C4alkyl, R4 = H, C1-C6alkyl, n = 0-4, p, q = 0, 1, r = 0-2, W = H, (halo)C1-C6alkoxy, (halo)(hydroxy)(amino)(carboxy)C1-C6alkyl, (halo)C3-C7cycloalkyl, Ph, 5-membered heteroarom. ring; etc.] were prepd.In this experiment, several chemicals are used like 133046-46-5 to treat or prevent conditions that may be ameliorated by modulating VR1 activity. For example, reacting dihydropyridopyrimidinone II with 3-FC6H4CH2Br in MeCN gave the benzylthio compd. III in 15% yield. .