3-Bromoaniline → 4-(3-Bromophenylamino)-7-ethoxy-6-methoxyquinoline-3-carbonitrile

HRID 1935028

반응식

HRID 1935028 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].[Br:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][CH:26]=1)[NH2:23]>C(O)C>[Br:19][C:20]1[CH:21]=[C:22]([NH:23][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH2:15][CH3:16])=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[CH:4][C:3]=2[C:17]#[N:18])[CH:24]=[CH:25][CH:26]=1

참가 물질

4

반응물 2

HCID 115623-BromoanilineHCID 105634734-Chloro-7-ethoxy-6-methoxy-3-quinolinecarbonitrile

생성물 1

HCID 53288744-(3-Bromophenylamino)-7-ethoxy-6-methoxyquinoline-3-carbonitrile수율 73.2%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

A mixture of 500 mg (1.90 mmol) 4-chloro-7-ethoxy-6-methoxy-3-quinolinecarbonitrile, 20 ml ethanol, and 250 μl (2.28 mmol) 3-bromoaniline was heated to reflux under N2. At 3 hours, added 103 μl (0.95 mmol) and 10 ml ethanol and refluxed overnight. Removed heat and made basic with saturated sodium bicarbonate. Stripped solvent, slurried residue with hexane, collected solids, and dried. Washed with water and dried in vacuo, giving 554 mg of tan solid: mass spectrum (electrospray m/e): M+H=398, 399.8.

후처리

  1. temperaturewas heated
  2. temperatureto reflux under N2
  3. temperaturerefluxed overnight
  4. customRemoved
  5. temperatureheat
  6. customcollected solids
  7. customdried
  8. washWashed with water
  9. customdried in vacuo

출처 및 근거

ORD 기록
ord-ce026893302c437385ada0046ada3bec
출처 데이터셋
uspto-grants-2002_05
특허 번호
US06384051B1

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