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7-{[2-(4-Morpholinyl)ethyl]amino}-6-nitro-4-oxo 1-{[2-(trimethylsilyl)ethoxy]methyl}-1,4-dihydro-3-quinolinecarbonitrile → 6-Amino-7-{[2-(4-morpholinyl)ethyl]amino}-4-oxo 1-{[2-(trimethylsilyl)ethoxy]methyl}-1,4-dihydro-3-quinolinecarbonitrile

HRID 989314
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인쇄 미리보기

반응식

HRID 989314 반응식
[N:1]1([CH2:7][CH2:8][NH:9][C:10]2[CH:19]=[C:18]3[C:13]([C:14](=[O:30])[C:15]([C:28]#[N:29])=[CH:16][N:17]3[CH2:20][O:21][CH2:22][CH2:23][Si:24]([CH3:27])([CH3:26])[CH3:25])=[CH:12][C:11]=2[N+:31]([O-])=O)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1>C1COCC1.C(O)C.[Pd]>[NH2:31][C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][C:10]=1[NH:9][CH2:8][CH2:7][N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1)[N:17]([CH2:20][O:21][CH2:22][CH2:23][Si:24]([CH3:26])([CH3:27])[CH3:25])[CH:16]=[C:15]([C:28]#[N:29])[C:14]2=[O:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 1

HCID 219564797-{[2-(4-Morpholinyl)ethyl]amino}-6-nitro-4-oxo 1-{[2-(trimethylsilyl)ethoxy]methyl}-1,4-dihydro-3-quinolinecarbonitrile

생성물 1

HCID 219563976-Amino-7-{[2-(4-morpholinyl)ethyl]amino}-4-oxo 1-{[2-(trimethylsilyl)ethoxy]methyl}-1,4-dihydro-3-quinolinecarbonitrile수율 110.3%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

A suspension of 916.4 mg (1.93 mmol) of 7-{[2-(4-morpholinyl)ethyl]amino}-6-nitro-4-oxo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1,4-dihydro-3-quinolinecarbonitrile in 52 mL of THF and 19 mL of ethanol is hydrogenated in a Parr apparatus at 40 psi for 6 hours in the presence of 183.3 mg of 10% palladium-on-carbon. The catalyst is removed by filtration and the solvent is evaporated in vacuo to give 944.0 mg of 6-amino-7-{[2-(4-morpholinyl)ethyl]amino}-4-oxo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1,4-dihydro-3-quinolinecarbonitrile as a deep yellow solid which is used directly in the next step.

후처리

  1. customThe catalyst is removed by filtration
  2. customthe solvent is evaporated in vacuo

출처 및 근거

ORD 기록
ord-98e3335c5eab4358afeef217eac5ea68
출처 데이터셋
uspto-grants-2003_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06638929B2

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