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

HRID 745211

반응식

HRID 745211 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-723547244d2f468b915a287955bdb5d9
출처 데이터셋
uspto-grants-1986_07
특허 번호
US04598078

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