Reference

A versatile synthesis of Reissert compounds

A versatile synthesis of Reissert compounds. Ruchirawat, Somsak; Phadungkul, Niramon; Chuankamnerdkarn, Mayuree; Thebtaranonth, Chachanat (Fac. Sci., Mahidol Univ., Bangkok, Thailand). Heterocycles, 6(1), 43-6 (English) 1977.Several reagents with their cas registry numbers 3535-37-3 and 541-41-3 are used here. CODEN: HTCYAM. DOCUMENT TYPE: Journal CA Section: 27 (Heterocyclic Compounds (One Hetero Atom)) Reissert compds. I [R = Ph, Me, OEt, 3,4-(MeO)2C6H3] were prepd. in 79.0-88.3% yield by reaction of isoquinoline, RCOCl and Me3SiCN (II). Similar reaction of quinoline, II and BzCl gave 89% III. Reaction of 6,7-dimethoxy-3,4-dihydroisoquinoline, II and Cl3CCOCl gave 86% IV. .

Preparation of N-pyrrolidinylmethyl- and N-imidazolylmethyl-N-phenylmethallylbenzamides as CCXCKR2 chemokine receptor antagonists

All Rights Reserved. Preparation of N-pyrrolidinylmethyl- and N-imidazolylmethyl-N-phenylmethallylbenzamides as CCXCKR2 chemokine receptor antagonists. Melikian, Anita; Wright, John J. Kim; Krasinski, Antoni (Chemocentryx, Inc., USA). PCT Int. Appl. WO 2007002842 A2 4 Jan 2007, 63pp.There are some reagents with their cas registry numbers 3535-37-3 and 124-63-0 are used in this study. 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, HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, KR, KZ, LA, LC, LK, LR, LS, LT, LU, LV, LY, MA, MD, MG, MK, MN, MW, MX, MZ, NA, NG, NI, NO, NZ, OM, PG, PH, PL, PT, RO, RS, RU, SC, SD, SE, SG, SK, SL, SM, SY, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC; 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. APPLICATION: WO 2006-US25409 28 Jun 2006. PRIORITY: US 2005-695717P 29 Jun 2005. DOCUMENT TYPE: Patent CA Section: 27 (Heterocyclic Compounds (One Hetero Atom)) Section cross-reference(s): 1, 28, 63 Title compds. [I, II, III; m, p = 0-3; n = 1-3; dotted line = optional double bond; L = alkylcycloalkyl; R1 = H, halo, alkoxy, alkyl, haloalkyl, cycloalkyl, cycloalkoxy, cycloalkyl, alkyl, cycloalkylalkoxy; R2, R3 = alkyl, haloalkyl; R2R3 = atoms to form a 5-10 membered ring; R4, R5 = H, alkyl, haloalkyl, cycloalkyl, CORa, CO2Ra, SO2Ra, SO2NRaRb; R6 = H, alkyl; R7 = alkyl, haloalkyl, cycloalkyl, alkenyl, alkynyl, ORa, NRaRb, CORa, CO2Ra, CONRaRb, etc.; R8 = halo, alkyl, haloalkyl, cycloalkyl, alkenyl, alkynyl, etc.; adjacent pairs of R7a, R7b, R7c = atoms to form (substituted) 5-6 membered (heterocyclic) rings, the remaining R7a or R7c = R7], were prepd. Thus, N-[(E)-3-(2,4-difluorophenyl)-2-methylallyl]-3,4-dimethoxy-N-[(2S,3aS,7 aS)-1-(octahydroindol-2-yl)methyl]benzamide [prepn. from (2S,3aS,7aS)-octahydroindole-1,2-dicarboxylic acid 1-tert-Bu ester, (E)-3-(2,4-difluorophenyl)-2-methylallylamine, and 3,4-dimethoxybenzoyl chloride given] displaced 350% of SDF-1 from CCXCKR2 receptors at ￡500 nM. .