• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】13401

【品名】N-(2-Morpholinylmethyl)acetamide

【CA登记号】

【 分 子 式 】C7H14N2O2

【 分 子 量 】158.20044

【元素组成】C 53.15% H 8.92% N 17.71% O 20.23%

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:(VI)

A new synthesis for Y-26611 has been reported: The reaction of 4-benzyl-2-(chloromethyl)morpholine (I) with potassium phthalimide (II) in refluxing DMF gives 4-benzyl-2-(phthalimidomethyl)morpholine (III), which is treated with hydrazine hydrate in refluxing ethanol yielding 2-(aminomethyl)-4-benzylmorpholine (IV). The acetylation of (IV) with acetic anhydride in cool toluene affords 2-(acetamidomethyl)-4-benzylmorpholine (V), which is debenzylated by hydrogenation with hydrazine hydrate over Pd/C in isopropanol to give 2-(acetamidomethyl)morpholine (VI). The condensation of (VI) with 1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (VII) by means of triethylamine in refluxing acetonitrile yields 7-[2-(acetamidomethyl)morpholin-4-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (VIII), which is finally deacetylated with refluxing aqueous HCl.

1 Hirayama, F.; Yokoyama, Y.; Moriguchi, A.; Ikeda, Y.; Araki, K.; Iwao, E.; Uemori, S.; Yakushiji, T.; Kuroda, T.; Quinolone antimicrobial agents substituted with morpholines at the 7-position. Syntheses and structure-activity relationships. J Med Chem 1993, 36, 10, 1356.
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) 13396 4-Benzyl-2-(chloromethyl)morpholine C12H16ClNO 详情 详情
(II) 10926 (1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)potassium C8H4KNO2 详情 详情
(III) 13398 2-[(4-Benzyl-2-morpholinyl)methyl]-1H-isoindole-1,3(2H)-dione C20H20N2O3 详情 详情
(IV) 13399 (4-Benzyl-2-morpholinyl)methylamine; (4-Benzyl-2-morpholinyl)methanamine C12H18N2O 详情 详情
(V) 13400 N-[(4-Benzyl-2-morpholinyl)methyl]acetamide C14H20N2O2 详情 详情
(VI) 13401 N-(2-Morpholinylmethyl)acetamide C7H14N2O2 详情 详情
(VII) 13393 1-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid C13H8F3NO3 详情 详情
(VIII) 13403 7-[2-[(Acetamido)methyl]-4-morpholinyl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid C20H21F2N3O5 详情 详情
Extended Information