Water → (3,4-Dichlorobenzyl)-(2-methyl-8-morpholin-4-yl-quinolin-4-yl)-amine hydrobromide

HRID 1966512노트

반응식

HRID 1966512 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[Cl:22])[CH2:5][NH:6][C:7]1[C:16]2[C:11](=[C:12]([NH2:17])[CH:13]=[CH:14][CH:15]=2)[N:10]=[C:9]([CH3:18])[CH:8]=1.[Br:23][CH2:24][CH2:25][O:26][CH2:27][CH2:28]Br.O>CN(C)C=O>[BrH:23].[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[Cl:22])[CH2:5][NH:6][C:7]1[C:16]2[C:11](=[C:12]([N:17]3[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)[CH:13]=[CH:14][CH:15]=2)[N:10]=[C:9]([CH3:18])[CH:8]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 21521Bis(2-bromoethyl) etherHCID 59474762N*4*-(3,4-Dichlorobenzyl)-2-methylquinoline-4,8-diamine

생성물 1

HCID 68494369(3,4-Dichlorobenzyl)-(2-methyl-8-morpholin-4-yl-quinolin-4-yl)-amine hydrobromide수율 17.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

N*4*-(3,4-Dichlorobenzyl)-2-methylquinoline-4,8-diamine (60.0 mg, 0.181 mmole) and bis(2-bromoethyl)ether (83.7 mg, 0.361 mmole) in dimethylformamide (1 mL), were stirred at 100° C. for 90 min in a microwave oven. Water was added and the mixture was extracted with dichloromethane. The organic phases were washed with saturated NaCl solution, dried and the solvent was removed. The residue thus obtained was purified using silica gel chromatography, eluting with dichloromethane:water 90:10. Precipitation in ethyl acetate gave a brownish solid (15 mg, 17%).

후처리

  1. extractionthe mixture was extracted with dichloromethane
  2. washThe organic phases were washed with saturated NaCl solution
  3. customdried
  4. customthe solvent was removed
  5. customThe residue thus obtained
  6. customwas purified
  7. washeluting with dichloromethane:water 90:10
  8. customPrecipitation in ethyl acetate

출처 및 근거

ORD 기록
ord-76ccdd7f4bb7404387ac0ae8f053c1fe
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420670B2

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