Bicyclo[3.2.1]octan-2-one → N-(Bicyclo[3.2.1]oct-2-yl)-N'-(4-methylpyridazino[4,5-b]indolizin-1-yl) 1,2-ethanediamine

HRID 704083

反応式

HRID 704083 の反応式
[CH:1]12[CH2:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][CH2:3][C:2]2=O.Cl.[CH3:11][C:12]1[C:24]2[N:23]3[C:18]([CH:19]=[CH:20][CH:21]=[CH:22]3)=[CH:17][C:16]=2[C:15]([NH:25][CH2:26][CH2:27][NH2:28])=[N:14][N:13]=1>CO.CO.CS(C)=O>[CH:1]12[CH2:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][CH2:3][CH:2]2[NH:28][CH2:27][CH2:26][NH:25][C:15]1[C:16]2[CH:17]=[C:18]3[N:23]([C:24]=2[C:12]([CH3:11])=[N:13][N:14]=1)[CH:22]=[CH:21][CH:20]=[CH:19]3

参加物

5

反応物 2

HCID 107363Bicyclo[3.2.1]octan-2-oneHCID 20075511HCID 20075511、化合物

生成物 1

HCID 20075513N-(Bicyclo[3.2.1]oct-2-yl)-N'-(4-methylpyridazino[4,5-b]indolizin-1-yl) 1,2-ethanediamine

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 22036561Dimethyl sulfoxide methanol溶媒

実験手順

Following the procedure of Example 12, bicyclo[3.2.1]octan-2-one in methanol (3 to 4 mL) was added to a solution of N-(4-methylpyridazino[4,5-b]indolizin-1-yl)-1,2-ethanediamine hydrochloride in methanol/DMSO (90 mL:30 mL) which had been heated to boiling and then allowed to cool. After stirring at room temperature overnight, the title compound was obtained as the free base after column chromatography (silica gel, 4:1 methylene chloride:methanol to 100% methanol containing ammonium hydroxide) and recrystallized from isopropyl ether. The compound was converted to the dihydrochloride salt by ethanolic HCl, mp 339°-344° C.

後処理

  1. temperaturehad been heated
  2. temperatureto cool

出典と根拠

ORDレコード
ord-af0ce9f90e2948de88d97fd7b1f2795a
出典データセット
uspto-grants-1991_01
特許番号
US04985560

関連ノート

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