Pyrazine → HCID 178454960, compound
Reaction equation
CC(O[C:6]1[C:10]([O:11]C23CCC(CC2)NC3)=[N:9]O[N:7]=1)CC.O1N=CC=N1.C(OC1C(O[C@@H]2CCC[C@H]2N(C)C)=NON=1)CCC.[CH2:44]([S:48]C1C(OC2CNC2)=NON=1)[CH2:45][CH2:46][CH3:47].CC(OC1N(OC23CCC(CC2)NC3)C=CN=C1)CC.N1C=CN=CC=1.C(OC1N(O[C@@H]2CCC[C@H]2N(C)C)C=CN=C1)CCC.C([S:109]C1N(OC2CNC2)C=CN=C1)CCC>>[CH2:44]([S:48][C:6]1[C:10]([OH:11])=[N:9][S:109][N:7]=1)[CH2:45][CH2:46][CH3:47]Participants
Reactant 8
Product 1
Procedure
(+/-)-3-butylthio-4-(azabicyclo[2.2.2]octyl-3-oxy)-1,2,5-oxadiazole, (+/-)-3-(2-butyloxy)-4-[(+/-)-3-azabicyclo[2.2.2]octyloxy)-1,2,5-oxadiazole, (+/-)-3-butyloxy-4-[endo-(+/-)-6-[1-azabicyclo[3.2.1]octyloxy)]-1,2,5-oxadiazole, 3-(2,2,3,3,4,4,4-heptaflurorobutyloxy)-4-[(+/-)-3-(1-azabicyclo[2.2.2]octyloxy)]-1,2,5-oxadiazole, 3-methoxy-4-(1-azabicyclo[2.2.2]octyl-3-oxy)-1,2,5-oxadiazole, 3-pentylthio-4-(1-azabicyclo[2.2.2]ocytl-3-oxy)-1,2,5-oxadiazole, trans-3-butyloxy-4-(2-dimethylaminocyclopentyloxy)-1,2,5-oxadiazole, 3-butylthio-4-(3-azetidinyloxy)-1,2,5-oxadiazole, 3-(3-N-(2-thiazolidonyl)propylthio)-4-(1-azabicyclo[2.2.2]octyl-3-oxy)-1,2,5-oxadiazole, 3-chloro-4-(1-azabicyclo[3.2.1]octyl-6-oxy)-1,2,5-oxadiazole, 3-(2-2-thio-5-trifluoromethylthienyl)ethylthio)-4-azabicyclo[2.2.2]octyl-3-oxy)-1,2,5-oxadiazole, 3-butylthio-4-[3-±-endo-(1-azabicyclo[2.2.1]heptyloxy)]-1,2,5-oxadiazole, 3-hexyloxy-4-[6-±-endo-(2-azabicyclo[2.2.2]ocyloxy)]-1,2,5-oxadiazole,3-(4,4,4-trifluorobutylthio)-4-[2-±-exo-(7-azabicyclo[2.2.1]heptyloxy)]-1,2,5-oxadiazole, 3-(2-phenoxyethylthio)-4-[3-±-endo-(1-azabicyclo[3.2.1]octyloxy)]-1,2,5-oxadiazole, 3-(5-hexenyloxy)-4-[7-±-endo-(2-azabicyclo[2.2.1]heptyloxy)]-1,2,5-oxadiazole, 3-butyl-4-[5-(1-azabicyclo[3.2.1]octyloxy)]-1,2,5-oxadiazole, 3-cyclobutylmethyl-4-[2-i-endo-(8-azabicyclo[3.2.1]octyloxy)]-1,2,5-oxadiazole, (+/-)-3-butylthio-4-(azabicyclo[2.2.2]octyl-3-oxy)-pyrazine, (+/-)-3-(2-butyloxy)-4-[(+/-)-3-azabicyclo[2.2.2]octyloxy)-pyrazine, (+/-)-3-butyloxy-4-[endo-(+/-)-6-[1-azabicyclo[3.2.1]octyloxy)]-pyrazine, 3-(2,2,3,3,4,4,4-heptaflurorobutyloxy)-4-[(+/-)-3-(1-azabicyclo[2.2.2]octyloxy)]-pyrazine, 3-methoxy-4-(1-azabicyclo[2.2.2]octyl-3-oxy)-pyrazine, 3-pentylthio-4-(1-azabicyclo[2.2.2]ocytl-3-oxy)-pyrazine, trans-3-butyloxy-4-(2-dimethylaminocyclopentyloxy)-pyrazine, 3-butylthio-4-(3-azetidinyloxy)-pyrazine, 3-(3-N-(2-thiazolidonyl)propylthio)-4-(1-azabicyclo[2.2.2]octyl-3-oxy)-pyrazine, 3-chloro-4-(1-azabicyclo[3.2.1]octyl-6-oxy)-pyrazine, 3-(2-2-thio-5-trifluoromethylthienyl)ethylthio)-4-azabicyclo[2.2.2]octyl-3-oxy)-pyrazine, 3-butylthio-4-[3-+-endo-(1-azabicyclo[2.2.1]heptyloxy)]-pyrazine, 3-hexyloxy-4-[6-±-endo-(2-azabicyclo[2.2.2]ocyloxy)]-pyrazine, 3-(4,4,4-trifluorobutylthio)-4-[2-±-exo-(7-azabicyclo[2.2.1]heptyloxy)]-pyrazine, 3-(2-phenoxyethylthio)-4-[3-±-endo-(1-azabicyclo[3.2.1]octyloxy)]-pyrazine, 3-(5-hexenyloxy)-4-[7-±-endo-(2-azabicyclo[2.2.1]heptyloxy)]-pyrazine, 3-butyl-4-[5-(1-azabicyclo[3.2.1]octyloxy)]-pyrazine, and 3-cyclobutylmethyl-4-[2-±-endo-(8-azabicyclo[3.2.1]octyloxy)]-pyrazine, 2-[exo-(+/-)-3-[1-azabicyclo[3.2.1]octyloxy)]pyrazine, 3-butylthio-2-(1-azabicyclo[2.2.2]ocytl-3-oxy)]pyrazine, 3-butyloxy-2-[3-±-endo-(1-azabicyclo[2.2.1]heptyloxy)]pyrazine, 3-(2-butynyloxy)-2-[6-±-endo-(1-azabicyclo[3.2.1]octyloxy)pyrazine, 3-hexylthio-2-[6-±-exo-(2-azabicyclo[2.2.1]heptyloxy)]pyrazine, 3-(3-phenylpropynylthio)-2-[2-±-exo-(7-azabicyclo[2.2.1]heptyloxy)]pyrazine, 3-(2-methylthioethoxy)-2-[3-±-exo-(1-azabicyclo[3.2.1]octyloxy)]pyrazine, 3-propargyl-2-[4-(1-azabicyclo[2.2.1]heptyloxy)]pyrazine, and 3-cyclopropylmethylthio-2-[2-±-exo-(8-azabicyclo[3.2.1loctyloxy)]pyrazine; or a pharmaceutically acceptable salt or solvate thereof.
Sources & evidence
- ORD record
- ord-9e64ad52d62043049b8b9e204b23a756
- Source dataset
- uspto-grants-1999_12
- Patent number
- US05998434
Reaction notes
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