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Acetylacetone → HCID 11603422, 화합물

HRID 133509
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인쇄 미리보기

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HRID 133509 반응식
[NH2:1][C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][C:4]=2[C:3]=1[C:10]([C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1)=O.[CH3:22][C:23](=O)[CH2:24][C:25](=[O:27])[CH3:26]>C(O)(=O)C.S(=O)(=O)(O)O>[CH3:21][S:18]([C:15]1[CH:16]=[CH:17][C:12]([C:10]2[C:24]([C:25](=[O:27])[CH3:26])=[C:23]([CH3:22])[N:1]=[C:2]3[S:6][C:5]4[CH2:7][CH2:8][CH2:9][C:4]=4[C:3]=23)=[CH:13][CH:14]=1)(=[O:20])=[O:19]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 31261AcetylacetoneHCID 68896136HCID 68896136, 화합물

생성물 1

HCID 11603422HCID 11603422, 화합물수율 31.1%

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 176Acetic Acid용매

반응 조건

온도
100 °C

실험 절차

To a stirred solution of 50 mg (0.15 mmol) (2-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-methanesulfonyl-phenyl)-methanone (described above) in 2 ml acetic acid was added 0.011 ml (0.15 mmol) of pentane-2,4-dione and one drop of sulfuric acid. The mixture was then stirred at 100° C. for 10 minutes in a microwave and then concentrated in vacuo. Preparative HPLC (30% CH3CN/H20) afforded 18 mg (30%) 1-[4-(4-methanesulfonylphenyl)-2-methyl-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone as a light brown solid. ES-MS m/e (%): 386 (M+H+, 100).

후처리

  1. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-88f1bf8ff8a343ad91565285d5a61e0c
출처 데이터셋
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07390903B2

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