On September 21, 2006, Paone, Daniel V.; Nguyen, Diem N.; Shaw, Anthony W.; Burgey, Christopher S.; Tucker, Thomas J.; Graham, Samuel L. published a patent.Name: Benzyl 7′-chloro-2′-oxo-1′,2′-dihydrospiro[piperidine-4,4′-pyrido[2,3-d][1,3]oxazine]-1-carboxylate The title of the patent was Preparation of oxoimidazopyridylpiperidinylcarbonylaminopyridones and related compounds as calcitonin gene-related peptide (CGRP) receptor antagonists. And the patent contained the following:
Title compounds [I; Z = Q1, Q2; A = N, CR2; B = O, S; R1, R2, R7a, R7b = H, (substituted) alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclyl, aryl, heteroaryl; R1R2, R2R2 = atoms to form rings; R3 = H, F, cyano, CO2R4, (substituted) alkyl; W = O, NR4, C(R4)2; X = C, S; Y = O, (R4)2, NCN, NCONH2, O2; J = bond, C(R6)2, O, NR6; V = bond, C(R6)2, O, S, SO, SO2, NR6, etc.; GL = N, NC(R6)2, C:CR6, CN, CR6, etc.; Q = CR7a, C(R7a)2, CO, S, SO, SO2, N, NR7a; T = CR7b, C(R7b)2, CO, S, SO, SO2, N, NR7b; with provisos], were prepared for treatment of headache, migraine, and cluster headache. Thus, N-(5-bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamide (preparation given), phenylboronic acid, diisopropylamine, Pd(OAc)2, and 3,3′,3”-phosphinidynetris(benzenesulfonic acid) trisodium salt were heated in DMF/H2O at 80° for 18 h to give N-(1-methyl-2-oxo-5-phenyl-1,2-dihydropyridin-3-yl)-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamide as the trifluoroacetate. I generally antagonized CGRP receptors with Ki or IC50 values of ≤50 μM. The experimental process involved the reaction of Benzyl 7′-chloro-2′-oxo-1′,2′-dihydrospiro[piperidine-4,4′-pyrido[2,3-d][1,3]oxazine]-1-carboxylate(cas: 883984-95-0).Name: Benzyl 7′-chloro-2′-oxo-1′,2′-dihydrospiro[piperidine-4,4′-pyrido[2,3-d][1,3]oxazine]-1-carboxylate
The Article related to oxoimidazopyridylpiperidinylcarbonylaminopyridone preparation calcitonin gene related peptide antagonist, cgrp antagonist pyridone oxoimidazopyridyl piperidinyl carbamoyl preparation, piperidinecarboxamide oxopyridyl oxoimidazopyridyl preparation headache migraine treatment and other aspects.Name: Benzyl 7′-chloro-2′-oxo-1′,2′-dihydrospiro[piperidine-4,4′-pyrido[2,3-d][1,3]oxazine]-1-carboxylate
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem