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

HRID 612112

반응식

HRID 612112 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-445d6e17b0a3450b802fea143c3c082f
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06002008

연결된 노트

불러오는 중…