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Diethyl Ether → Methyl 2-(1-methyl-3-(5-phenethylfuran-2-carboxamido)piperidin-3-yl)acetate

HRID 1192898
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HRID 1192898 반응식
[NH2:1][C:2]1([CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH2:7][CH2:6][CH2:5][N:4]([CH3:8])[CH2:3]1.[CH2:14]([C:22]1[O:26][C:25]([C:27](ON2C(=O)CCC2=O)=[O:28])=[CH:24][CH:23]=1)[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(N(CC)CC)C.C(OCC)C>CN(C=O)C>[CH3:8][N:4]1[CH2:5][CH2:6][CH2:7][C:2]([CH2:9][C:10]([O:12][CH3:13])=[O:11])([NH:1][C:27]([C:25]2[O:26][C:22]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:23][CH:24]=2)=[O:28])[CH2:3]1
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참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 8471TriethylamineHCID 66864584Methyl 2-(3-amino-1-methylpiperidin-3-yl)acetateHCID 866498432,5-Dioxopyrrolidin-1-yl 5-phenethylfuran-2-carboxylate

생성물 1

HCID 66864596Methyl 2-(1-methyl-3-(5-phenethylfuran-2-carboxamido)piperidin-3-yl)acetate수율 89.7%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

A solution of methyl 2-(3-amino-1-methylpiperidin-3-yl)acetate (37 mg, 0.2 mmol) and 2,5-dioxopyrrolidin-1-yl 5-phenethylfuran-2-carboxylate (75 mg, 0.24 mmol) in DMF (1 mL) was treated with triethylamine (0.11 μL, 0.8 mmol) and stirred at room temperature for 18 h. Diethyl ether (20 mL) was added and the resulting white precipitate was collected and purified by silica gel chromatography (elution 5% MeOH/CH2Cl2 to 10% MeOH/CH2Cl2) to give the title compound as a white powder (69 mg, 87%). MS ESI 385.2 [M+H]+, calcd for [C22H28N2O4+H] 385.20.

후처리

  1. customthe resulting white precipitate was collected
  2. custompurified by silica gel chromatography (elution 5% MeOH/CH2Cl2 to 10% MeOH/CH2Cl2)

출처 및 근거

ORD 기록
ord-2f6964a8450443ea9fc2c31827c92c61
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08680282B2

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