4-(2-Pyrimidinyl)-1-piperazinebutanamine → 3-[4-[4-(2-Pyrimidinyl)-1-piperazinyl]butyl]-8-oxa-3-azabicyclo[3.2.1]octane-2,4-dione

HRID 1253259노트

반응식

HRID 1253259 반응식
[O:1]1[CH:5]2[C:6]([O:8][C:9](=[O:10])[CH:2]1[CH2:3][CH2:4]2)=O.[NH2:11][CH2:12][CH2:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][N:19]([C:22]2[N:27]=[CH:26][CH:25]=[CH:24][N:23]=2)[CH2:18][CH2:17]1>C1(C)C=CC=CC=1>[N:23]1[CH:24]=[CH:25][CH:26]=[N:27][C:22]=1[N:19]1[CH2:20][CH2:21][N:16]([CH2:15][CH2:14][CH2:13][CH2:12][N:11]2[C:6](=[O:8])[CH:5]3[O:1][CH:2]([CH2:3][CH2:4]3)[C:9]2=[O:10])[CH2:17][CH2:18]1

참가 물질

4

반응물 2

HCID 128407054-(2-Pyrimidinyl)-1-piperazinebutanamineHCID 134257993,8-Dioxabicyclo[3.2.1]octane-2,4-dione

생성물 1

HCID 141563573-[4-[4-(2-Pyrimidinyl)-1-piperazinyl]butyl]-8-oxa-3-azabicyclo[3.2.1]octane-2,4-dione

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Tetrahydrofuran-2,5-dicarboxylic anhydride (1.5 g., 10 mmole) was dissolved in 150 ml. of toluene in a 500 ml. round bottom flask equipped with a Dean-Stark trap and condenser. 1-(4-Aminobutyl)-4-(2-pyrimidinyl)piperazine (2.59 g., 11 mmole) was added and the mixture was refluxed for 24 hours. When the analysis failed to detect the expected product, the solvent was removed in vacuum and replaced with xylene. Reflux was continued for 48 hours. The solvent was then removed in vacuum and the residue column chromatographed on 100 g. of silica gel using a gradient elution from pure chloroform to 5% ethanol/chloroform. The relevant fractions were combined and concentrated in vacuum and the product crystallized from isopropanol with the addition of 4N HCl/isopropanol. 1.2 Grams of the title compound was obtained as the dihydrochloride; m.p. 221°-222° C.

후처리

  1. customround bottom flask equipped with a Dean-Stark trap and condenser
  2. temperaturethe mixture was refluxed for 24 hours

출처 및 근거

ORD 기록
ord-391618eea526461f94cb8ae9bc43a513
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04748240

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