Piperidinyl

A piperidinyl carbamate, stable to aqueous alkali and to cold acid (30% HBr, 25°. several hours), is best cleaved by reduction. 

Pericyazine [10- 3-(4-hydroxy-l-piperidinyl)-propyl -10fI-phenothiazine-2-carbonitrile]... 

Sulfur diamides (diaminosulfanes) are obtained by the action of sulfur chlorides with an aliphatic secondary amine (Eq. 10.10). ° The monoselanes Se(NR2)2 (R = Me, Et) have also been prepared. Polyselanes Scx(NR2)2 (x = 2 - 4, NR2 = morpholinyl x = 4, NR2 = piperidinyl) are formed in the reaction of elemental selenium with the boiling amine in the presence of Pb304. ... 

A -cyclopropylquinolone 63 and iV-fused pyrrolidinyl 66 and piperidinyl 69 quinolones were reported as intermediates for the preparation of potent antibacterial agents. Use of acids as reaction solvent allow for the cyclization of these iV-substituted... 

Acylation of mesoionic pyrido[l,2-u]pyrimidin-4-ones 150 with aroyl chlorides in the presence of NEts yielded 2-aroyloxy-4//-pyrido[l,2-u]pyrimidin-4-ones 178 (96JHC663). None of the esters 178 could be rearranged to the 2-hydroxy-3-aroyl derivatives 179. The hydroxy group of 9-hydroxy-2-methyl-3- 2-[4-(6-fluoro-l,2-benzisoxazol-3-yl)-l-piperidinyl] ethyl -6,7,8,9-tetrahydro-4//-pyrido[l, 2-u]pyrimidin-4-one was acylated with hexadecanoic acid in CH2CI2 in the presence of dicyclohexylcarbodi-imide and 4-pyrrolidinopyridine at room temperature for 3 days in 80% yield (97MIP7). 

Hydroxy group of 8-hydroxy-3-(4-methoxyphenylmethyl)-2-[4-(l-rerr-butoxycarbonyl-4-piperidinyl)butyl]perhydropyrido[l,2-a]pyrazine was alkylated with /err-butyl chloroacetate (00JAP(K)00/86659). 

Phthalazines commonly possess adrenergic activity. One such, carbazeran (77), is a cardiotonic agent. Its patented synthesis involves nucleophilicaromatic displacement of chiorophthal-azine derivative 7 with piperidinyl carbamate 76 to give carbazeran (77)... 

Azaloxan (12) is an antidepressant agent. Its synthesis can be accomplished starting with the reaction of catechol (7) and 3,4-dibromobutyronitrile (obtained by addition of bromine to the olefin) to give l,4-benzodioxan-2-ylacetonitrile (8). A series of functional group transformations ensues [hydrolysis to the acid (9), reduction to the alcohol (10) and conversion to a tosylate (11)] culminating in an SN-2 displacement reaction on tosylate 11 with l-(4-piperidinyl)-2-imidazolidi-none to give azaloxan (12) [3]. 

Chemicai Name N-[1-[2-(4-Ethyl-4,5-dihydro-5-oxo-1 H-tetrazol-1 -yOethyl] -4-(methoxy-methyl)-4-piperidinyl] -N-phenylpropaneamide hydrochloride... 

A mixture of 2.3 parts of 2-(4-methoxyphenyl)ethyl methanesulfonate, 4.9 parts of 1-[(4-fluorophenyOmethyl] -N-(4-piperidinyl)-1H-benzimidazol-2-amine dihydrobromide, 3.2 parts of sodium carbonate, 0.1 part of potassium iodide and 90 parts of N,N-dimethylformamide is stirred overnight at 70°C. The reaction mixture is poured onto water. The product is extracted with methylbenzene. The extract is washed with water,dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloro-methane and methanol (98 2 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from 2,2 -oxybispropane, yielding 2.2 parts (48%) of 1 -(4-fluorophenvlmethyl)-N-[1 - [2-(4-methoxvphenyl)ethvl] -4-piperidinyl] -1H-benzlmidazol-2-amine MP 149.1°C. 

Chemicai Name 1 -[ 1 -[4-(4-fluorophenvl)-4-oxobutvl] -4-piperidinyl] -1,3-dihydro-2H-benz-imidazol-2-one... 

Chemical Name 4-(cyclohexyioxy)benzoic acid 3-(2-methyl-1-piperidinyl)propyl ester Common Name —... 

A mixture of 2.3 parts of 1-(3-chloropropyl)-1 -dihydro-2H-benzimidazol-2-one, 2.5 parts of 5-chloro-1 -dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one, 3.2 parts of sodium carbonate,... 

Chemical Name 1-(4-butoxyphenyl)-3-(1-piperidinyl)-1-propanone hydrochloride Common Name —... 

Chemical Name 4-[4-(4-Chlorophenyl)-4-hydroxy-1 -piperidinyll -1-(4-fluorophenyl-1-butanone... 

Bis(Methoxy-2-ethoxy)sodium aluminum hydride (lndolyl-3)(piperidinyl-4-methyl)ketone... 

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