Ethanol → (3-methyl-4-oxo-1,4-dihydroquinolin-2-yl)methyl(2,3-dihydro-1H-inden-5-yl)carbamate

HRID 384494노트

반응식

HRID 384494 반응식
C([O:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]=[C:11](CO)[C:10]=1[CH3:21])C1C=CC=CC=1.[CH2:22]1[C:30]2[C:25](=[CH:26][C:27]([N:31]=[C:32]=O)=[CH:28][CH:29]=2)[CH2:24][CH2:23]1.C[OH:35].[CH2:36]([OH:38])C>C1COCC1.[Pd]>[CH3:21][C:10]1[C:9](=[O:8])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:12][C:11]=1[O:35][C:36](=[O:38])[N:31]([CH3:32])[C:27]1[CH:26]=[C:25]2[C:30](=[CH:29][CH:28]=1)[CH2:22][CH2:23][CH2:24]2

참가 물질

7

반응물 4

HCID 702EthanolHCID 887MethanolHCID 50036815-Indanyl isocyanateHCID 68508380[4-(Benzyloxy)-3-methylquinolin-2-yl]methanol

생성물 1

HCID 86646236(3-methyl-4-oxo-1,4-dihydroquinolin-2-yl)methyl(2,3-dihydro-1H-inden-5-yl)carbamate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

반응 조건

온도
40 °C

실험 절차

To a solution of [4-(benzyloxy)-3-methylquinolin-2-yl]methanol (400 mg) in THF (8 mL) was added (5-indanyl)isocyanate (498 mg), and the mixture was stirred at 40° C. for 15 hours. Methanol (2 mL) was added to the reaction liquid to stop the reaction. Ethanol (10 mL) and 10% palladium-activated carbon (200 mg) were added to this mixture. The mixture was stirred at room temperature under hydrogen atmosphere for 30 minutes. The catalyst was removed by filtration, and then the solvent was evaporated. The residue was purified by silica gel column chromatography (eluent: chloroform/methanol=98/2) to obtain (3-methyl-4-oxo-1,4-dihydroquinolin-2-yl)methyl(2,3-dihydro-1H-inden-5-yl)carbamate (356 mg).

후처리

  1. customthe reaction
  2. stirringThe mixture was stirred at room temperature under hydrogen atmosphere for 30 minutes
  3. customThe catalyst was removed by filtration
  4. customthe solvent was evaporated
  5. customThe residue was purified by silica gel column chromatography (eluent: chloroform/methanol=98/2)

출처 및 근거

ORD 기록
ord-dcdf09814cd54710aa7023cf13887b66
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367702B2

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