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【结 构 式】

【分子编号】25201

【品名】N-[2-(1-benzyl-4-piperidinyl)ethyl]-N'-phenylurea

【CA登记号】

【 分 子 式 】C21H27N3O

【 分 子 量 】337.465

【元素组成】C 74.74% H 8.06% N 12.45% O 4.74%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(III)

Condensation of 2-(1-benzyl-4-piperidinyl)ethyl amine (I) with phenyl isocyanate (II) provided the corresponding urea (III), which was debenzylated by hydrogenolysis over Pd/C to afford the secondary amine (IV). Subsequent Mannich reaction of (IV) with 4-chromanone (V) and paraformaldehyde produced the (chromanylmethyl)piperidine (VI). After ketone reduction of (IV) by means of NaBH4, the resulting alcohol (VII) was dehydrated in refluxing 6 N HCl to furnish the target chromene.

1 Mayer, P.; et al.; Modulation of the benzodioxane heterocycle in a novel series of potent alpha2 adrenoceptor antagonists. 217th ACS Natl Meet (March 21 1999, Anaheim) 1999, Abst MEDI 112.
2 Vidaluc, J.-L.; Imberg, T.; Marien, M.; Briley, M. (Pierre Fabre Medicament); Novel benzodioxanes and 1-(2H)-benzopyranes, their preparation and their use as medicine. WO 9802435 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 17606 2-(1-benzyl-4-piperidinyl)-1-ethanamine; 2-(1-benzyl-4-piperidinyl)ethylamine C14H22N2 详情 详情
(II) 11289 1-Isocyanatobenzene; phenyl isocyanate; Phenylisocyanate 103-71-9 C7H5NO 详情 详情
(III) 25201 N-[2-(1-benzyl-4-piperidinyl)ethyl]-N'-phenylurea C21H27N3O 详情 详情
(IV) 25202 N-phenyl-N'-[2-(4-piperidinyl)ethyl]urea C14H21N3O 详情 详情
(V) 14461 2,3-Dihydro-4H-chromen-4-one; 4-Chromanone 491-37-2 C9H8O2 详情 详情
(VI) 25203 N-(2-[1-[(4-oxo-3,4-dihydro-2H-chromen-3-yl)methyl]-4-piperidinyl]ethyl)-N'-phenylurea C24H29N3O3 详情 详情
(VII) 25204 N-(2-[1-[(4-hydroxy-3,4-dihydro-2H-chromen-3-yl)methyl]-4-piperidinyl]ethyl)-N'-phenylurea C24H31N3O3 详情 详情
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