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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → (S)-(6-Aminopyridin-3-yl)(3-methylmorpholino)methanone

HRID 593007
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인쇄 미리보기

반응식

HRID 593007 반응식
[CH3:1][C@H:2]1[CH2:7][O:6][CH2:5][CH2:4][NH:3]1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.[NH2:29][C:30]1[CH:38]=[CH:37][C:33]([C:34](O)=[O:35])=[CH:32][N:31]=1>C(O)C>[NH2:29][C:30]1[N:31]=[CH:32][C:33]([C:34]([N:3]2[CH2:4][CH2:5][O:6][CH2:7][C@@H:2]2[CH3:1])=[O:35])=[CH:37][CH:38]=1
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참가 물질

6

반응물 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 184966-Aminonicotinic acidHCID 757711-HydroxybenzotriazoleHCID 12012220(3S)-3-methylmorpholine

생성물 1

HCID 86684008(S)-(6-Aminopyridin-3-yl)(3-methylmorpholino)methanone수율 30.1%

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

To a solution of (S)-3-methylmorpholine (1.5 g, 15.0 mmol) in ethanol (20 mL) was added EDCI (3.33 g, 17.4 mmol), HOBt (2.35 g, 17.4 mmol), and 6-aminonicotinic acid (2.07 g, 15.0 mmol) at room temperature. After stirring for 18 h, the resulting suspension was filtered. The solid was purified by silica-gel column chromatography eluting with 2:1 petroleum ether/ethyl acetate to straight ethyl acetate to afford 256a (1.0 g, 30%) as white solid. MS-ESI: 222.3 (M+H)+.

후처리

  1. filtrationthe resulting suspension was filtered
  2. customThe solid was purified by silica-gel column chromatography
  3. washeluting with 2:1 petroleum ether/ethyl acetate to straight ethyl acetate

출처 및 근거

ORD 기록
ord-cbd364da63964f0c88b84ea368e12663
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09238655B2

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