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【结 构 式】

【分子编号】29855

【品名】2-[2-[3-(1-piperidinylmethyl)phenoxy]ethyl]-1H-isoindole-1,3(2H)-dione

【CA登记号】

【 分 子 式 】C22H24N2O3

【 分 子 量 】364.44424

【元素组成】C 72.51% H 6.64% N 7.69% O 13.17%

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:(V)

The reductocondensation of piperidine (I) with 3-hydroxybenzaldehyde (II) by means of sodium borohydride in ethanol gives 3-(1-piperidylmethyl)phenol (III), which is then condensed with N-(3-bromopropyl)phthalimide (IV) by means of NaH in DMF yielding N-[3-[3-(1-piperidylmethyl)phenoxy]propyl]phthalimide (V). The hydrolysis of (V) with hydrazine in ethanol affords 3-[3-(1-piperidylmethyl)phenoxy]propylamine (VI), which is acylated with hydroxyacetic acid (VII) at 200 C giving N-[3-[3-(1-piperidylmethyl)phenoxy]propyl]hydroxyacetamide (VIII). Finally, this compound is acetylated with acetic anhydride at 100 C.

1 Shibata, K.; et al. (Teikoku Hormone Manufacturing Co., Ltd.); Antiulcer phenoxypropylamine derivatives. EP 0024510; JP 81115750; US 4293557 .
2 Castaner, J.; Serradell, M.N.; TZU-0460. Drugs Fut 1985, 10, 12, 995.
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) 10158 Piperidine 110-89-4 C5H11N 详情 详情
(II) 28537 3-hydroxybenzaldehyde 100-83-4 C7H6O2 详情 详情
(III) 29854 3-(1-piperidinylmethyl)phenol C12H17NO 详情 详情
(IV) 15216 N-(3-Bromopropyl)phthalimide; 2-(3-bromopropyl)-1H-isoindole-1,3(2H)-dione 5460-29-7 C11H10BrNO2 详情 详情
(V) 29855 2-[2-[3-(1-piperidinylmethyl)phenoxy]ethyl]-1H-isoindole-1,3(2H)-dione C22H24N2O3 详情 详情
(VI) 16105 3-[3-(piperidinomethyl)phenoxy]-1-propanamine; 3-[3-(piperidinomethyl)phenoxy]propylamine C15H24N2O 详情 详情
(VII) 29856 2-hydroxyacetic acid;glycolic acid 79-14-1 C2H4O3 详情 详情
(VIII) 29857 2-hydroxy-N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]acetamide C17H26N2O3 详情 详情
Extended Information