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Water → Ethyl 1-methyl-4-[(E)-2-(3-quinolinyl)ethenyl]-1H-pyrrole-2-carboxylate

HRID 907377
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HRID 907377 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH2:11]P(=O)([O-])[O-])[CH:2]=1.[H-].[Na+].[CH:18]([C:20]1[CH:21]=[C:22]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[N:23]([CH3:25])[CH:24]=1)=O.O>C1COCC1>[CH3:25][N:23]1[CH:24]=[C:20](/[CH:18]=[CH:11]/[C:3]2[CH:2]=[N:1][C:10]3[C:5]([CH:4]=2)=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:21]=[C:22]1[C:26]([O:28][CH2:29][CH3:30])=[O:27]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 14643811Ethyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylateHCID 866381023-Quinolinylmethylphosphonate

생성물 1

HCID 67392785Ethyl 1-methyl-4-[(E)-2-(3-quinolinyl)ethenyl]-1H-pyrrole-2-carboxylate

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매
2회

실험 절차

3-Quinolinylmethylphosphonate (0.503 g, 1.93 mmol; see step (iii) above) was dissolved in anhydrous THF (2 mL) and NaH (0.273 g, 11.37 mmol) was then added in small portions to the solution and the resulting mixture was then aged for an additional 10 min. Ethyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate (0.313 g, 1.92 mmol; see Preparation 11 above) in anhydrous THF (3 mL) was added dropwise and the solution allowed to stir for 16 h. Water (5 mL) was added to the mixture (dropwise initially) during which time the sub-title compound precipitated as a yellow solid (0.201 g, 34%).

출처 및 근거

ORD 기록
ord-a3f9bbab02e5434083abe9aabad66fed
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08012967B2

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