5-Amino-2-methylphenol → 7-Ethoxy-4-[(3-hydroxy-4-methylphenyl)amino]-6-methoxy-3-quinolinecarbonitrile

HRID 612113

반응식

HRID 612113 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH3:16])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:17]#[N:18].[OH:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][C:26]=1[CH3:27])[NH2:23]>C(O)C>[CH2:15]([O:14][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([NH:23][C:22]3[CH:24]=[CH:25][C:26]([CH3:27])=[C:20]([OH:19])[CH:21]=3)=[C:3]([C:17]#[N:18])[CH:4]=[N:5]2)=[CH:10][C:9]=1[O:12][CH3:13])[CH3:16]

참가 물질

4

반응물 2

HCID 178185-Amino-2-methylphenolHCID 105634734-Chloro-7-ethoxy-6-methoxy-3-quinolinecarbonitrile

생성물 1

HCID 224667527-Ethoxy-4-[(3-hydroxy-4-methylphenyl)amino]-6-methoxy-3-quinolinecarbonitrile수율 54.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 500 mg (1.90 mmol) 4chloro-7ethoxy-6-methoxy-3-quinolinecarbonitrile, 30 ml ethanol, and 281 mg (2.28 mmol) 3-hydroxy-4-methylaniline was heated to reflux under N2 overnight. Removed heat and made basic with saturated sodium bicarbonate. Stripped solvents and slurried residue in hexane. Collected solids, washed with water, and dried in vacuo, giving 364 mg off-white solid: mass spectrum (electrospray m/e): M+H=349.9.

후처리

  1. temperaturewas heated
  2. temperatureto reflux under N2 overnight
  3. customRemoved
  4. temperatureheat
  5. customCollected solids
  6. washwashed with water
  7. customdried in vacuo

출처 및 근거

ORD 기록
ord-2257594767904b8c8d0de3e04236adb3
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06002008

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