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Dimethylformamide → 3-Dimethylamino-2-(3-fluoro-pyridine-2-carbonyl)-acrylic acid ethyl ester

HRID 1497669
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인쇄 미리보기

반응식

HRID 1497669 반응식
[CH2:1]([O:3][C:4](=[O:15])[CH2:5][C:6]([C:8]1[C:13]([F:14])=[CH:12][CH:11]=[CH:10][N:9]=1)=[O:7])[CH3:2].[CH3:16][N:17]([CH3:20])[CH:18]=O>OC1CCOC1>[CH2:1]([O:3][C:4](=[O:15])[C:5]([C:6]([C:8]1[C:13]([F:14])=[CH:12][CH:11]=[CH:10][N:9]=1)=[O:7])=[CH:16][N:17]([CH3:20])[CH3:18])[CH3:2]
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참가 물질

4

반응물 2

HCID 6228DimethylformamideHCID 59864622Ethyl 3-(3-fluoropyridin-2-yl)-3-oxopropanoate

생성물 1

HCID 867254343-Dimethylamino-2-(3-fluoro-pyridine-2-carbonyl)-acrylic acid ethyl ester

시약·촉매·용매 1

HCID 99603-Furanol, tetrahydro-용매

반응 조건

온도
50 °C

실험 절차

To a stirred solution of 3-(3-fluoro-pyridin-2-yl)-3-oxo-propionic acid ethyl ester (3) (15 mg, 0.07 mmol) in 3-hydroxytetrahydrofuran (2 mL) was added slowly dimethylformamide diethylacetale (0.085 mL, 0.5 mmol) at room temperature. The mixture was stirred at 50° C. for 6 h. After completion of the reaction, solvent was evaporated under vacuum to get the crude 3-dimethylamino-2-(3-fluoro-pyridine-2-carbonyl)-acrylic acid ethyl ester (4) (18 mg, crude) as a brown sticky liquid LC-MS: 267.4 (M+H). The crude compound was used in the next step without purification.

후처리

  1. customAfter completion of the reaction, solvent
  2. customwas evaporated under vacuum

출처 및 근거

ORD 기록
ord-356bdc5af48e41458b71ac005109c3a6
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09199987B2

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