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1-Propylpyrrolidine-2,4-dione → HCID 19895507, 화합물

HRID 892470
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HRID 892470 반응식
C([CH:6]1[C:10](=O)[CH2:9][N:8]([CH2:12][CH2:13][CH3:14])[C:7]1=[O:15])(OCC)=O.C(N1CC(=O)CC1=O)CC.[NH2:26][C:27]1[C:31]([C:32]([O:34][CH3:35])=[O:33])=[CH:30][S:29][C:28]=1[CH2:36][CH2:37][CH2:38][CH2:39][CH3:40].O.C1(C)C=CC=CC=1>C(#N)C.C1(C)C=CC=CC=1>[CH2:12]([N:8]1[CH2:9][C:10]([NH:26][C:27]2[C:31]([C:32]([O:34][CH3:35])=[O:33])=[CH:30][S:29][C:28]=2[CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])=[CH:6][C:7]1=[O:15])[CH2:13][CH3:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 135603831-Propylpyrrolidine-2,4-dioneHCID 14074904HCID 14074904, 화합물HCID 19895520HCID 19895520, 화합물HCID 22272177Toluene water

생성물 1

HCID 19895507HCID 19895507, 화합물수율 94.2%

시약·촉매·용매 2

HCID 1140Toluene용매
HCID 6342
Acetonitrile
용매

실험 절차

Freshly prepared 1-propyl-Z,4-dioxopyrrolidine was prepared as described in Example le from 3-carboethoxy-1-propyl-2,4-dioxopyrrolidine (3.55 g) in acetonitrile (100 ml). The 1-propyl-2,4-dioxopyrrolidine was mixed with methyl 3-amino-2-pentylthiophene- 4-carboxylate (2.70 g) in toluene (65 ml). The mixture was refluxed for 2 hours with removal of the water/toluene azeotrope using a Dean-Stark trap. After distilling off the excess toluene, the residue was taken up in ethyl acetate, washed sequentially with saturated aqueous Na2CO3 and brine, then dried (Na2SO4) and concentrated. Chromatographic purification over silica gel afforded the title product (3.92 g, 94%) as a yellow oil; tlc, Rf =0.12, silica gel, ethyl acetate:hexane (1:1). c. 5,6-Dihydro-8-hydroxy-3-pentyl-6-propyl-pyrrolo[3,4-b]thieno[3,4-e]pyridin-7(1H)-one (Formula VII, n=1, X=N, Ra=pentyl, Rb=propyl, W=OH)

후처리

  1. distillationAfter distilling off the excess toluene
  2. washwashed sequentially with saturated aqueous Na2CO3 and brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated
  5. customChromatographic purification over silica gel

출처 및 근거

ORD 기록
ord-14961baf361140eca24ef16cc45b3fd7
출처 데이터셋
uspto-grants-1992_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05118688

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