1-Butanol → N-[4-{4-(2-pyrimidinyl)-1-piperazinyl}butyl]-4-cyclohexene-1,2-dicarboximide hydrochloride

HRID 745211

反応式

HRID 745211 の反応式
[C@@H:1]12[C:10](=[O:11])[O:9][C:7](=O)[C@@H:2]1[CH2:3][CH:4]=[CH:5][CH2:6]2.[NH2:12][CH2:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][N:20]([C:23]2[N:28]=[CH:27][CH:26]=[CH:25][N:24]=2)[CH2:19][CH2:18]1.C(O)CCC.[ClH:34]>C(O)(C)C>[ClH:34].[N:24]1[CH:25]=[CH:26][CH:27]=[N:28][C:23]=1[N:20]1[CH2:21][CH2:22][N:17]([CH2:16][CH2:15][CH2:14][CH2:13][N:12]2[C:10](=[O:11])[CH:1]3[CH2:6][CH:5]=[CH:4][CH2:3][CH:2]3[C:7]2=[O:9])[CH2:18][CH2:19]1

参加物

6

反応物 4

HCID 2631-ButanolHCID 313Hydrochloric AcidHCID 98495Tetrahydrophthalic anhydride, cis-HCID 128407054-(2-Pyrimidinyl)-1-piperazinebutanamine

生成物 1

HCID 15592392N-[4-{4-(2-pyrimidinyl)-1-piperazinyl}butyl]-4-cyclohexene-1,2-dicarboximide hydrochloride

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A mixture of cis-4-cyclohexene-1,2-dicarboxylic anhydride (633 mg; 4.25 mmol), 1-(4-aminobutyl)-4-(2-pyrimidinyl)piperazine (1 g; 4.25 mmol) and n-butanol (10 ml) was heated under reflux for 6 hours. The solvent was removed under reduced pressure, and the residue was purified by silica gel chromatography to give an oily substance. The oily substance was treated with a mixture of 3% hydrogen chloride in isopropanol, and the precipitate was recrystallized from isopropanol to give N-[4-{4-(2-pyrimidinyl)-1-piperazinyl}butyl]-4-cyclohexene-1,2-dicarboximide hydrochloride. M.P., 177°-179° C.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hours
  3. customThe solvent was removed under reduced pressure
  4. customthe residue was purified by silica gel chromatography
  5. customto give an oily substance
  6. customthe precipitate was recrystallized from isopropanol

出典と根拠

ORDレコード
ord-723547244d2f468b915a287955bdb5d9
出典データセット
uspto-grants-1986_07
特許番号
US04598078

関連ノート

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